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RSC - Org. Biomol. Chem. latest articles



RSC - Org. Biomol. Chem. latest articles



Last Build Date: Tue, 20 Feb 2018 01:39:18 Z

Copyright: Copyright (c) The Royal Society of Chemistry
 



Site-specific hydroxyalkylation of chromones via alcohol mediated Minisci-type radical conjugate addition
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00392K, Communication
Rongzhen Chen, Jin-Tao Yu, Jiang Cheng
A metal-free site-specific C2-hydroxyalkylation of chromones through Minisci-type reaction using simple alcohols was developed. This transformation proceeds via radical sp3 C-H activation and subsequent conjugate addition, generating a series of...
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A Fast Response Fluorescence Probe Specific for Hypochlorous Acid Detection and Its Applications in Bioimaging
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00036K, Paper
Hongmin Jia, Shuhe Xia, Huan Feng, Qingtao Meng, Chengchen Duan, Zhiqiang Zhang, Run Zhang
Quantitative detection and visualization of hypochlorous acid (HOCl) in biological samples have emerged as a hot topic in biochemistry researches because of the important roles of this biomolecuelar in live...
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Iodine promoted dual oxidative C(sp3)-H amination of 2-methyl-3-arylquinazolin-4(3H)-ones: a facile route to 1,4-diarylimidazo[1,5-a]quinazolin-5(4H)-ones

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB02677C, Paper
Kavitha Donthiboina, Hari Krishna Namballa, Siddiq Pasha Shaik, Jagadeesh Babu Nanubolu, Nagula Shankaraiah, Ahmed Kamal
An iodine promoted tandem oxidative condensation of benzylamines and 2-methylquinazolin-4-(3H)-ones was developed to yield imidazo[1,5-a]quinazolin-5(4H)-ones.
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Understanding the conformational analysis of gababutin based hybrid peptides

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00035B, Paper
Maruthi Konda, Rohit G. Jadhav, Sayan Maiti, Shaikh M. Mobin, Brice Kauffmann, Apurba K. Das
A new class of gababutin-based tetrapeptide shows a C12/C10 hydrogen-bonded hybrid turn.
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High efficiency two-photon uncaging coupled by the correction of spontaneous hydrolysis
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00025E, Paper
Denes Palfi, Balazs Chiovini, Gergely Szalay, Attila Kaszas, Gergely Katona, Peter Abranyi-Balogh, Milan Szori, Attila Potor, Orsolya Frigyesi, Csilla Lukacsne Haveland, Zoltan Szadai, Miklos Madarasz, A. Vasanits-Zsigrai, I. Molnar-Perl, Bela Viskolcz, Imre G. Csizmadia, Zoltan Mucsi, Balazs Jozsef Rozsa
Two-photon (TP) uncaging of neurotransmitter molecules is the method of choice to mimic and study the subtleties of neuronal communication either in the intact brain or in slice preparations. However,...
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An asymmetric organocatalytic vinylogous Mannich reaction of 3-methyl-5-arylfuran-2(3H)-ones with N-(2-pyridinesulfonyl) imines: enantioselective synthesis of [small delta]-amino [gamma],[gamma]-disubstituted butenolides

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03117C, Communication
Zhen-Hua Wang, Yong You, Yong-Zheng Chen, Xiao-Ying Xu, Wei-Cheng Yuan
A series of [small delta]-amino [gamma],[gamma]-disubstituted butenolides were obtained with satisfactory results via an asymmetric vinylogous Mannich reaction of 3-methyl-5-arylfuran-2(3H)-ones with N-(2-pyridinesulfonyl)imines.
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Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00244D, Paper
Qian Chen, Yulin Huang, Xiaofeng Wang, Jiawei Wu, Guodian Yu
Sulfonylation of thiols has been achieved via NaI/TBHP-mediated cross-coupling of sulfonyl hydrazides with thiols at room temperature.
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Synthesis of medium sized aryl-fused nitrogen heterocycles via sequential aryne aza-Claisen rearrangement/Ring-Closing Metathesis
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C7OB03166A, Paper
Galla venkata karunakar, Mangina Rao N. S. V. M., Ravinder Goduru
Reaction of arynes and secondary allylamines furnished ortho-allyl substituted N-arylanilines via aza-Claisen rearrangement. In this transformation sequential C-C, C-N bond formations occurred by involving two aryne molecules under metal-free reaction...
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A chemo- and regiocontrolled approach to bipyrazoles and pyridones via the reaction of ethyl 5-acyl-4-pyrone-2-carboxylates with hydrazines

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB02725G, Paper
D. L. Obydennov, L. R. Khammatova, O. S. Eltsov, V. Y. Sosnovskikh
Chemo- and regiocontrolled syntheses of bipyrazoles and pyridones are presented on the basis of 4-pyrones.
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Palladium-catalyzed synthesis of quinolin-2(1H)-ones: the unexpected reactivity of azodicarboxylate

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00199E, Communication
Jin-Bao Peng, Bo Chen, Xinxin Qi, Jun Ying, Xiao-Feng Wu
A Pd(II)-catalyzed synthesis of quinolin-2(1H)-ones from quinoline N-oxides with azodicarboxylates as the activating agent has been developed.
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ortho-Chlorination of phenoxy 1,2-dioxetane yields superior chemiluminescent probes for in vitro and in vivo imaging

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00087E, Paper
Tal Eilon-Shaffer, Michal Roth-Konforti, Anat Eldar-Boock, Ronit Satchi-Fainaro, Doron Shabat
A significant pKa effect of phenoxy-dioxetane luminophores was observed on their chemiexcitation and on their ability to serve as chemiluminescent turn-ON probes for biological applications.
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Direct sequential C-H iodination/organoyl-thiolation for the benzenoid A-ring modification of quinonoid deactivated systems: a new protocol for potent trypanocidal quinones

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00196K, Paper
Guilherme A. M. Jardim, Willian X. C. Oliveira, Rossimiriam P. de Freitas, Rubem F. S. Menna-Barreto, Thaissa L. Silva, Marilia O. F. Goulart, Eufranio N. da Silva Junior
Under a combination of AgSR with a copper source, sulfur-substituted benzenoid quinones were prepared in high yields (generally >90%). The compounds have presented significant activity against T. cruzi, the etiologic agent of Chagas disease.
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Impact of cathepsin B-sensitive triggers and hydrophilic linkers on in vitro efficacy of novel site-specific antibody-drug conjugates.
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C7OB02780J, Paper
Francesca Bryden, Camille Martin, Stephanie Letast, Eva Lles, Inmaculada Vieitez, Anais Rousseau, Cyril Colas, Marie Brachet-Botineau, Emilie Allard-Vannier, Christel Larbouret, Marie-Claude Viaud-Massuard, Nicolas Joubert
Herein we describe the synthesis and evaluation of four novel HER2-targeting, cathepsin B-sensitive antibody-drug conjugates bearing a monomethylauristatin E (MMAE) cytotoxic payload, constructed via the conjugation of cleavable linkers to...
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Access to 2-Substitued-2H-Indazoles via Copper-Catalyzed Regioselective Cross-Coupling Reaction
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00128F, Communication
Rong Zhang , Zheng Liu, Qiujun Peng, Yijun Zhou, lanting xu, Xianhua Pan
A CuCl catalyzed C-N cross-coupling reaction using commercially available 1H-indazoles with diaryliodonium salts is described. The methodology features ample structural versatility, affording 2-substituted-2H-indazole in good yields and complete N(2)-regiocontrol. Furthermore,...
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Organocatalyzed Stetter reaction as a bio-inspired tool for the synthesis of nucleic acids-based bioconjugates.
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00192H, Paper
Aladin Hamoud, Philippe Barthelemy, Valerie Desvergnes
N-Heterocyclic Carbene (NHC) catalyzed biomimetic Stetter reaction was applied for the first time as a bioconjugation reaction to sensitive nucleoside-type biomolecules to provide original pyrrole linked nucleolipids. A versatile approach...
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Dissection of the Effects that Govern Thioglucoside and Thiomannoside Reactivity
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C7OB02968C, Paper
Mads Heuckendorff, Lulu Poulsen, Christinne Hedberg, Henrik Helligso Jensen
Neighboring group effects were investigated in gluco- and manno-configured thioglycosides under NIS/TfOH activation. Donors possessing a 2-O-benzoyl group that are capable (1,2-trans) and incapable (1,2-cis) of performing neighboring group participation...
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On the Generality of Superarmament of Glycosyl Donors
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C7OB02966G, Paper
Lulu Poulsen, Mads Heuckendorff, Henrik Helligso Jensen
It was established that 2-O-benzoyl-3,4,6-tri-O-benzyl protected [small beta]-SEt, [small beta]-SPh and [small beta]-SBox glucosyl donors are not superarmed when using the NIS/TfOH promoter system, but instead have a similar reactivity as the classically...
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Selected anthraquinones as potential free radical scavengers and P-glycoprotein inhibitors
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00060C, Paper
Svetlana Jeremic, Ana Amic, Marijana Stanojevic-Pirkovic, Zoran Markovic
Disruption of homeostasis can increase the amount of free radicals formed during metabolic processes. This phenomenon known as oxidative stress can have numerous negative outcomes. The role of dietary antioxidants...
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Identification of a Novel Ligand for the ATAD2 Bromodomain with Selectivity Over BRD4 Through a Fragment Growing Approach.
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00099A, Paper
Duncan C Miller, Mathew Martin, Santosh Adhikari, Alfie Brennan, Jane Endicott, Bernard Golding, Ian Hardcastle, Amy Heptinstall, Stephen J Hobson, Claire Jennings, Lauren Molyneux, Yvonne Ng, Stephen R Wedge, Martin Noble, Celine Cano
ATAD2 is an ATPase that is overexpressed in a variety of cancers and associated with a poor patient prognosis. This protein has been suggested to function as a cofactor for...
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Air promoted annulation of thiophenols with alkynes leading to benzothiophenes

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00010G, Paper
Yajun Wang, Rui Wu, Shijun Zhao, Zhengjun Quan, Yingpeng Su, Congde Huo
Air promoted intermolecular annulation of thiophenols with alkynes, leading to complex benzothiophenes, is reported.
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Organocatalytic asymmetric Michael/hemiacetalization/acyl transfer reaction of [small alpha]-nitroketones with o-hydroxycinnamaldehydes: synthesis of 2,4-disubstituted chromans

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00078F, Paper
Rajendra Maity, Subhas Chandra Pan
An organocatalytic asymmetric synthesis of 2,4-disubstituted chroman compounds has been developed via a Michael/hemiketalization/acyl transfer reaction between o-hydroxycinnamaldehydes and [small alpha]-nitroketones.
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Asymmetric synthesis of trans-4,5-disubstituted [gamma]-butyrolactones involving a key allylboration step. First access to (-)-nicotlactone B and (-)-galbacin

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00101D, Paper
S. Henrion, A. Mace, M. M. Vallejos, T. Roisnel, B. Carboni, J. M. Villalgordo, F. Carreaux
A new approach based on one-pot sequential transformations with application for the first total synthesis of (-)-nicotlactone B and (-)-galbacin.
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Thermal conversion of primary alcohols to disulfides via xanthate intermediates: an extension to the Chugaev elimination

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00024G, Paper
Wei He, Yong Ding, Jianzhuo Tu, Chuqiang Que, Zhanhui Yang, Jiaxi Xu
Heating primary O-alkyl S-difluoro(ethoxycarbonyl)methyl xanthates yields disulfides. This extends to the Chugaev elimination.
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Aromatically functionalized pseudo-crown ethers with unusual solvent response and enhanced binding properties

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00100F, Communication
Xiaoyu Xing, Yan Zhao
Intramolecularly enhanced flexible receptors outperformed traditional rigid receptors when the direct binding force was weakened by solvent competition.
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Copper-catalyzed aerobic cyclizations of tetrahydroisoquinolines with bromoketones and alkenes for the synthesis of 5,6-dihydropyrrolo[2,1-a]isoquinolines

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03048G, Paper
Wenhui Wang, Jinwei Sun, Huayou Hu, Yun Liu
5,6-Dihydropyrrolo[1,2-a]isoquinolines have been synthesized via copper-catalyzed three-component aerobic cyclization reaction.
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An efficient synthesis of 16H-dibenzo[2,3:6,7][1,4]oxazepino[5,4-b]quinazolin-16-ones via an Ullmann reaction catalyzed by CuI

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00005K, Paper
Yan Zhang, Jian-Quan Liu, Xiang-Shan Wang
16H-Dibenzo[2,3:6,7][1,4]oxazepino[5,4-b]quinazolin-16-ones were obtained from the available reactants 2-amino-N-(2-hydroxyphenyl)benzamide and 2-bromobenzaldehyde via an Ullmann reaction catalyzed by CuI.
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Metal-free synthesis of imidazole by BF3[middle dot]Et2O promoted denitrogenative transannulation of N-sulfonyl-1,2,3-triazole

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00083B, Communication
Dongdong Yang, Lihong Shan, Ze-Feng Xu, Chuan-Ying Li
The first BF3[middle dot]Et2O promoted metal-free denitrogenative transannulation of N-sulfonyl-1,2,3-triazole was reported, leading to the synthesis of functionalized imidazoles with a broad scope.
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Nanoparticles based on glycyrrhetinic acid modified porphyrin for photodynamic therapy of cancer

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03108D, Paper
Xin Wang, Peisong Wang, Shuai Xue, Xiaohua Zheng, Zhigang Xie, Guang Chen, Tingting Sun
Nanoparticles were prepared from amphiphilic glycyrrhetinic acid-porphyrin conjugates (TPP-GA) and applied for the photodynamic therapy of cancer.
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One-Pot Synthesis of Thioesters with Sodium Thiosulfate as Sulfur Surrogate under Transition Metal-Free Conditions
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00178B, Paper
Yen-Sen Liao, Chien-Fu Liang
In this paper, we report an efficient synthetic method for thioester formation from sodium thiosulfate pentahydrate, organic halides, and aryl anhydrides. In the one-pot two-step reactions developed in this study,...
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Synthesis of tRNA analogues containing a terminal ribose locked in the South conformation to study tRNA-dependent enzymes
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00019K, Paper
Laura Iannazzo, Matthieu Fonvielle, Emanuelle Braud, Hubert Hrebabecky, Eliska Prochazkova, Radim Nencka, Christophe Mathe, Michel Arthur, Melanie Etheve-Quelquejeu
We report here the synthetic route of two constrained dinucleotides and the determination of the sugar puckering by NMR analyses of the starting nucleosides. Enzymatic ligation to microhelix-RNAs provide access...
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New chiral amino alcohol ligands for catalytic enantioselective addition of diethylzinc to aldehydes
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00165K, Paper
CARLA SAPPINO, Alessandra Mari, Agnese Mantineo, Mauro Moliterno, Matteo Palagri, Chiara Tatangelo, Lorenza Suber, Paolo Bovicelli, Alessandra Ricelli, Giuliana Righi
A study aimed at the synthesis and structure optimization of new, efficient, optically active -amino alcohol ligands with a structure suitable for immobilization on magnetite nanoparticles has been carried out....
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Planar chiral [2.2]paracyclophane-based phosphine-phenols: Use in enantioselective [3+2] annulations of allenoates and N-tosylimines
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00248G, Paper
Shinji Kitagaki, Kento Nakamura, Chiharu Kawabata, Asuna Ishikawa, Naoko Takenaga, Keisuke Yoshida
Planar chiral [2.2]paracyclophane-based phosphine-phenol catalysts, which have a benzene ring spacer inserted between the pseudo-ortho-substituted [2.2]paracyclophanol skeleton and the diarylphosphino group, are highly suitable for enantioselective [3+2] annulations of allenoates...
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Disulphide bond exchange inhibited by air - kinetic and thermodynamic products in a library of macrocyclic cysteine derivatives

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03123H, Paper
Agnieszka Cholewiak, Lukasz Dobrzycki, Janusz Jurczak, Filip Ulatowski
Oxidation of dithiols provides strained monomeric macrocycles which transform upon disulphide bond exchange into stable dimers.
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Ancistrocyclinones A and B, unprecedented pentacyclic N,C-coupled naphthylisoquinoline alkaloids, from the Chinese liana Ancistrocladus tectorius

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03092D, Paper
Raina Seupel, Yasmin Hemberger, Doris Feineis, Minjuan Xu, Ean-Jeong Seo, Thomas Efferth, Gerhard Bringmann
The pentacyclic berberine-like ancistrocyclinones A and B represent a new subtype of naphthylisoquinoline alkaloids, with an intriguing helical 3D structure.
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Mannich reaction of trifluoroacetaldehyde hydrazones: a useful entry to trifluoromethyl substituted heterocycles

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB02840G, Communication
Shuanglong Jia, Laurent El Kaim
N-N bond formation in Ugi processes: from nitric acid to the libraries of nitramines.
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Synthesis of oligosaccharides related to galactomannans from Aspergillus fumigatus and their NMR spectral data

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Org. Biomol. Chem., 2018, 16,1188-1199
DOI: 10.1039/C7OB02734F, Paper
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V. B. Krylov, D. A. Argunov, A. S. Solovev, M. I. Petruk, A. G. Gerbst, A. S. Dmitrenok, A. S. Shashkov, J.-P. Latge, N. E. Nifantiev
Synthetic oligosaccharides related to fungal galactomannans used as model substances for the NMR analysis of natural polysaccharides.
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Anion transport by ortho-phenylene bis-ureas across cell and vesicle membranes

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Org. Biomol. Chem., 2018, 16,1083-1087
DOI: 10.1039/C7OB02787G, Communication
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Christopher M. Dias, Hongyu Li, Hennie Valkenier, Louise E. Karagiannidis, Philip A. Gale, David N. Sheppard, Anthony P. Davis
These simple bis-ureas are found to be powerful anionophores in synthetic vesicles, and also in a live cell assay employing yellow fluorescent protein.
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Deoxygenation of sulphoxides to sulphides with trichlorophosphane

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Org. Biomol. Chem., 2018, 16,1200-1204
DOI: 10.1039/C7OB02834B, Paper
Xia Zhao, Xiancai Zheng, Bo Yang, Jianqiao Sheng, Kui Lu
An efficient route to deoxygenation of sulphoxides to sulphides with PCl3 under mild reaction condition was developed.
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Ribosomal incorporation of backbone modified amino acids via an editing-deficient aminoacyl-tRNA synthetase

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Org. Biomol. Chem., 2018, 16,1073-1078
DOI: 10.1039/C7OB02931D, Communication
Emil S. Iqbal, Kara K. Dods, Matthew C. T. Hartman
A promiscuous aminoacyl-tRNA synthetase charges diverse amino acids onto tRNAs, and enables their incorporation into peptides using in vitro transation.
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PLP-independent racemization: mechanistic and mutational studies of O-ureidoserine racemase (DcsC)

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Org. Biomol. Chem., 2018, 16,1126-1133
DOI: 10.1039/C7OB03013D, Paper
Yeong-Chan Ahn, Conrad Fischer, Marco J. van Belkum, John C. Vederas
Site-specific mutagenesis and inhibition of O-ureidoserine racemase reveals mechanistic insights in the unique PLP-independent bioenzymatic racemization of amino acids.
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Supramolecular chiroptical switching of helical-sense preferences through the two-way intramolecular transmission of a single chiral source

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Org. Biomol. Chem., 2018, 16,1167-1171
DOI: 10.1039/C7OB03057F, Paper
Ryo Katoono, Keiichi Kusaka, Yuki Tanaka, Kenshu Fujiwara, Takanori Suzuki
Complexation-induced reversal of helical-sense preferences is demonstrated with a simple molecule with a pair of exciton-coupled chromophores.
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gem-Diborylalkanes: recent advances in their preparation, transformation and application

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Org. Biomol. Chem., 2018, 16,1050-1064
DOI: 10.1039/C7OB02978K, Review Article
Rajender Nallagonda, Kishor Padala, Ahmad Masarwa
Recently, gem-diborylalkanes have attracted much attention as versatile building blocks and fundamental intermediates in organic synthesis, because they enable multiple C-C bond construction and further transformation at C-B bonds.
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Kinetic and thermodynamic analysis of triplex formation between peptide nucleic acid and double-stranded RNA

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Org. Biomol. Chem., 2018, 16,1178-1187
DOI: 10.1039/C7OB02912H, Paper
Takaya Sato, Naonari Sakamoto, Seiichi Nishizawa
We revealed an association mechanism for PNA-dsRNA triplex formation based on a set of kinetic and thermodynamic data.
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Efficient construction of bioactive trans-5A5B6C spirolactones via bicyclo[4.3.0] [small alpha]-hydroxy ketones

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Org. Biomol. Chem., 2018, 16,1163-1166
DOI: 10.1039/C7OB02701J, Paper
Y. J. Zhu, J. Q. Huo, Z. J. Fan, Q. F. Wu, X. Li, S. Zhou, L. X. Xiong, T. Kalinina, T. Glukhareva
The intricate 5A5B6C-ring fusion topologies of tricyclic spiranoid [small beta]-hydroxybutyrolactones with environmentally benign characteristics and moderate biological activities were synthesized through lactonization of the key intermediate trans-[small alpha]-hydroxyindenones with malonates by an efficient and convenient short synthetic procedure.
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H-Transfer reactions of internal alkenes with tertiary amines as H-donors on carbon supported noble metals

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Org. Biomol. Chem., 2018, 16,1172-1177
DOI: 10.1039/C7OB02614E, Paper
Guoju Yang, Thomas J. Bauer, Gary L. Haller, Eszter Barath
A hydride transfer reaction with tertiary amines was observed in the presence of noble metals on a carbon support.
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A red-emitting fluorescent probe for hydrogen sulfide in living cells with a large Stokes shift

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Org. Biomol. Chem., 2018, 16,1150-1156
DOI: 10.1039/C7OB02641B, Paper
Lei Yang, Yuanan Su, Zhankui Sha, Yani Geng, Fengpei Qi, Xiangzhi Song
An azido-based fluorescent probe was developed for the sensitive and selective detection of H2S with a red emission and a large Stokes shift. The probe was successfully applied to detect H2S both in aqueous solution and in living cells.
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Synthesis of a novel HER2 targeted aza-BODIPY-antibody conjugate: synthesis, photophysical characterisation and in vitro evaluation

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Org. Biomol. Chem., 2018, 16,1144-1149
DOI: 10.1039/C7OB02957H, Paper
Miffy. H. Y. Cheng, Antoine Maruani, Huguette Savoie, Vijay Chudasama, Ross. W. Boyle
We report the synthesis and analysis of a novel aza-BODIPY-antibody conjugate, formed by controlled and regioselective bioconjugation methodology. The conjugate targets HER2 positive cancers, represents an excellent example of fluorophore in NIR fluorescence imaging.
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Electrophilic fluorination of stereodefined disubstituted silyl ketene hemiaminals en route to tertiary [small alpha]-fluorinated carbonyl derivatives

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Org. Biomol. Chem., 2018, 16,1079-1082
DOI: 10.1039/C8OB00067K, Communication
Jian Qiang Huang, Zackaria Nairoukh, Ilan Marek
A highly diastereoselective synthesis of tertiary [small alpha]-fluoro carbonyl compounds is reported in only two chemical steps from a simple alkyne through the reaction of stereodefined fully substituted silyl ketene hemiaminal derivatives with Selectfluor.
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Total synthesis of pipecolic acid and 1-C-alkyl 1,5-iminopentitol derivatives by way of stereoselective aldol reactions from (S)-isoserinal

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Org. Biomol. Chem., 2018, 16,1118-1125
DOI: 10.1039/C7OB02797D, Paper
Sebastian Bas, Rafal Kusy, Monika Pasternak-Suder, Cyril Nicolas, Jacek Mlynarski, Olivier R. Martin
Asymmetric synthesis of the iminosugar moiety via diastereoselective aldol addition of a pyruvate, a range of hydroxyketones and (S)-isoserinal, followed by catalytic reductive intramolecular amination.
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Synthesis of branched and linear 1,4-linked galactan oligosaccharides

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Org. Biomol. Chem., 2018, 16,1157-1162
DOI: 10.1039/C7OB03035E, Paper
Mathias C. F. Andersen, Irene Boos, Christine Kinnaert, Shahid I. Awan, Henriette L. Pedersen, Stjepan K. Kracun, Gyrithe Lanz, Maja G. Rydahl, Louise Kjaerulff, Maria Hakansson, Raymond Kimbung, Derek T. Logan, Charlotte H. Gotfredsen, William G. T. Willats, Mads H. Clausen
Strategic naphthylidine protection allows for the rapid assembly of linear and branched 1,4-galactans.
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E-Z isomerization in Suzuki cross-couplings of haloenones: ligand effects and evidence for a separate catalytic cycle

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Org. Biomol. Chem., 2018, 16,1134-1143
DOI: 10.1039/C7OB02925J, Paper
Navneet K. Chehal, Peter H. M. Budzelaar, Philip G. Hultin
We present evidence for a palladocyclic enolate-like pathway for isomerization of enones occurring during Suzuki cross-coupling reactions.
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A new mechanism for internal nucleophilic substitution reactions

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Org. Biomol. Chem., 2018, 16,1101-1112
DOI: 10.1039/C7OB02994B, Paper
Maria J. Aurell, Miguel A. Gonzalez-Cardenete, Ramon J. Zaragoza
A new mechanism, through two transition structures, is postulated for internal nucleophilic substitution reactions (SNi).
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Solvent incorporated sequential [3 + 2] annulation/substitution reaction of azomethine imines and propargyl sulfur ylide

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Org. Biomol. Chem., 2018, 16,1068-1072
DOI: 10.1039/C7OB03012F, Communication
Shoujie Shen, Yanli Yang, Jiangyan Duan, Zhenhu Jia, Jinyan Liang
A novel three-component, solvent incorporated sequential [3 + 2] cycloaddition/substitution reaction of azomethine imines with propargyl sulfur ylide was developed.
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DBU-promoted carbonylative synthesis of 1,3-oxathiolan-2-ones from propargylic alcohols with TFBen as the CO source

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Org. Biomol. Chem., 2018, 16,1065-1067
DOI: 10.1039/C7OB03145A, Communication
Jun Ying, Chao Zhou, Xiao-Feng Wu
A DBU-promoted carbonylative cyclization of propargylic alcohols with sulfur was developed.
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Synthesis of aryl [small alpha],[small alpha]-difluoroethyl thioethers a novel structure motif in organic chemistry, and extending to aryl [small alpha],[small alpha]-difluoro oxyethers

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Org. Biomol. Chem., 2018, 16,1113-1117
DOI: 10.1039/C7OB02987J, Paper
Ren Tomita, Nawaf Al-Maharik, Andrea Rodil, Michael Buhl, David O'Hagan
A method for the preparation of aryl [small alpha],[small alpha]-difluoroethyl thioethers (ArSCF2CH3) is reported and the synthesis approach is extended to aryl [small alpha],[small alpha]-difluoroethyl oxygen ethers.
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Solvent-sensitive signs and magnitudes of circularly polarised luminescence and circular dichroism spectra: probing two phenanthrenes as emitters endowed with BINOL derivatives

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Org. Biomol. Chem., 2018, 16,1093-1100
DOI: 10.1039/C7OB02308A, Paper
Shoma Nakanishi, Nobuyuki Hara, Natsuki Kuroda, Nobuo Tajima, Michiya Fujiki, Yoshitane Imai
A C2-symmeric binaphthyl framework bearing phenanthrene as the emitter exhibited circularly polarised luminescence (CPL) in dilute solutions.
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A convergent synthesis of vinyloxyimidazopyridine via Cu(I)-catalyzed three-component coupling

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Org. Biomol. Chem., 2018, 16,1088-1092
DOI: 10.1039/C7OB02883K, Paper
Sadhanendu Samanta, Susmita Mondal, Alakananda Hajra
The synthesis of vinyloxyimidazopyridine with complete regio- and stereoselectivity has been achieved by the Cu(I)-catalyzed three-component coupling of 2-aminopyridine, 2-oxoaldehyde and alkyne. This protocol is operationally simple and has much potential for the synthesis of heteroarylated vinyl ethers.
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Construction of Bridged Cyclic N,O-Ketal Spirooxindoles through a Michael Addition/N,O-Ketalization Sequence
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00306H, Paper
Yan-Shuo Zhu, Jia Guo, Shao-Jing Jin, Jiao-Mei Guo, Xu-Guan Bai, Qi-Lin Wang, Zhanwei Bu
The first highly diastereoselective TfOH-catalyzed Michael addition/N,O-ketalization sequence of 3-aminooxindoles and ortho-hydroxychalcones was achieved, delivering a wide range of bridged cyclic N,O-ketal spirooxindoles with complex and strained structures in 41-97%...
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Norcrassin A, one novel C16 tetranorditerpenoid, and bicrotonol A, one unusual dimeric labdane-type diterpenoid from the roots of Croton crassifolius
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C7OB02991H, Paper
Zhan-Xin Zhang, Pei-Qian Wu, Hui-Hong Li, Feng-Ming Qi, Dong-Qing Fei, Qiao-Ling Hu, Ying-Hong Liu, Xiao-Ling Huang
One novel C16 tetranorditerpenoid, norcrassin A (1), and one unusual dimeric labdane-type diterpenoid, bicrotonol A (2), were isolated from the roots of Croton crassifolius. Norcrassin A (1) featured a new...
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Preparation of acetals from aldehydes and alcohols under basic conditions
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00017D, Paper
Jakub Grabowski, Jaroslaw M. Granda, Janusz Jurczak
A new, simple protocol for synthesis of acetals under basic conditions from non-enolizable aldehydes and alcohols is reported. Such reactivity is facilitated by a sodium alkoxide along with a corresponding...
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Rhodium catalyzed C-H bond activation alkylation and cyclization of 2-arylquinazolin-4-ones
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00147B, Paper
Yi-Yuan Peng, Minhao Lou, Zhihong Deng, Xuechun Mao, Yang Fu, Qin Yang
An efficient method for the synthesis of isoquinolino [1,2-b] quinazolin-8-one derivatives and 12-methyl-12H-isoindolo [1,2-b] quinazoline-10-one derivatives is described herein. With rhodium catalysis, the desired products are obtained through a sequence...
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Synthesis of the 10-oxabicyclo[5.2.1]decane framework present in bioactive natural products

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00194D, Paper
Angel M. Montana, Stefano Ponzano, Maria-Filomena Sanasi, Gabriele Kociok-Kohn
Development of a versatile and scalable synthetic method of the 10-oxabicyclo[5.2.1]decane framework present in bioactive natural products. The evaluation of the anticancer activity of the synthesized compounds against leukaemia showed a promising activity.
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Copper(II)-mediated, carbon degradation-based amidation of phenylacetic acids toward N-substituted benzamides

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00064F, Paper
Leiling Deng, Bin Huang, Yunyun Liu
The carbon degradation-based amidation of phenylacetic acids with aryl amides has been realized in the presence of Cu(OAc)2, which provides a practical route in the synthesis of N-aryl secondary benzamides.
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Tandem radical cyclization for the construction of 1-difluoroalkylated isoquinolines via Cu catalyzed and visible light-promoted two pathways
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00232K, Communication
Fangwei Ding, Yanqiu Jiang, Kaifeng Lin, Lei Shi
A Cu/B2pin2 system promoted cyclization for the synthesis of 1-difluoroalkylated isoquinolines was reported with vinyl isocyanides and bromodifluoroacetic derivatives in moderate to good yields. This method provided a mild and...
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A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00238J, Paper
M. L. Czyz, G. K. Weragoda, R. Monaghan, T. U. Connell, M. Brzozowski, A. D. Scully, J. Burton, D. W. Lupton, A. Polyzos
A method for the light-driven synthesis of aryl and vinyl alkyl thioethers from a range of C(sp2)-I bonds is reported.
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KI-Catalyzed C-S Bond Formation via Oxidation Relay Strategy: an Efficient Access to Various [small alpha]-Thio-[small beta]-Dicarbonyl Compounds
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00080H, Communication
Yi Jiang, Jiao-xia Zou, Longtao Huang, Xue Peng, Jie-dan Deng, Long-qing Zhu, Yuhang Yang, YIyue Feng, Xiaoyun Zhang, Zhen Wang
An efficient and practical methodology to [small alpha]-thio-[small beta]-dicarbonyl compounds was presented in alkaline conditions via potassium iodide (KI) catalysis, various symmetrical/unsymmetrical 1,3-dicarbonyl compounds were obtained under aerobic atmosphere in moderate to...
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Grignard-mediated rearrangement of trifluoroacetyl from dihydroisoquinoline enamides to afford tertiary trifluoromethylcarbinols

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03079G, Communication
Raghavendra Achary, Gangadhar Rao Mathi, Seulgi Kim, Jong Yeon Hwang, Pilho Kim
A novel approach for the addition of tertiary trifluoromethylcarbinols at the [small beta]-position of cyclic enamides has been developed.
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C(sp2)-H functionalization of aldehyde-derived hydrazones via a radical process

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00056E, Review Article
Xiaoyan Xu, Jun Zhang, Hongguang Xia, Jie Wu
This review is focused on the recent advances in the C(sp2)-H functionalization of aldehyde-derived hydrazones via a radical process. Diverse substituted hydrazones including N-heterocycles are afforded under mild conditions with excellent selectivities. In general, an aminyl radical as the key intermediate is involved during the reaction process.
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Protected 5-(hydroxymethyl)uracil nucleotides bearing visible-light photocleavable groups as building blocks for polymerase synthesis of photocaged DNA

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00160J, Paper
(image) Open Access
Sona Bohacova, Lucie Ludvikova, Lenka Postova Slavetinska, Zuzana Vanikova, Petr Klan, Michal Hocek
Protected 5-(hydroxymethyl)uracil nucleotides bearing photocleavable groups as building blocks for polymerase synthesis of photocaged DNA.
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Direct C3-arylations of 2-indolylmethanols with tryptamines and tryptophols via an umpolung strategy

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03182C, Paper
Ying Wan, Hai-Qing Wang, Meng-Meng Xu, Guang-Jian Mei, Feng Shi
A Bronsted acid-catalyzed direct C3-arylation of 2-indolylmethanols with tryptamines and tryptophols has been established, leading to a series of potentially bioactive 2,3[prime or minute]-biindole derivatives with a broad substrate scope and generally good yields (38 examples, up to 96% yield).
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Guest-Regulated Chirality Switching of Planar Chiral pseudo[1]Catenanes
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C8OB00156A, Communication
Ya-Fen Yang, Wei-Bo Hu, Lei Shi, Shenggang Li, Xiao-li Zhao, Yahu Liu, Jiu-Sheng Li, Biao Jiang, Wen Ke
pseudo[1]Catenane 3 are in a self-included conformation in chloroform, but, in dichloromethane, exist in an equilibrium between the self-included conformational state and a de-threading one. The planar chirality inversion of...
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B(C6F5)3-catalyzed transfer hydrogenations of imines with Hantzsch esters

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00023A, Communication
Qiaotian Wang, Jingjing Chen, Xiangqing Feng, Haifeng Du
Transfer hydrogenations of imines with Hantzsch esters were realized using 0.1 mol% of B(C6F5)3, and up to 38% ee was obtained for asymmetric reactions.
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O-difluorodeuteromethylation of phenols using difluorocarbene precursor and deuterium oxide
Org. Biomol. Chem., 2018, Accepted Manuscript
DOI: 10.1039/C7OB03088F, Communication
Yang Geng, Mingxiang Zhu, Apeng Liang, Chengshan Niu, Jingya Li, Dapeng Zou, Yusheng Wu, Yangjie Wu
O-difluorodeuteromethylation of phenols using commercial diethyl bromodifluoromethylphosphonate and deuterium oxide to prepare various difluorodeuteromethyl aryl ethers was first reported. This facile method affords a convenient way for the introduction of...
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Chemoselective and stereospecific iodination of alkynes using sulfonium iodate(I) salt

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03076B, Paper
Dodla S. Rao, Thurpu R. Reddy, Sudhir Kashyap
The sulfonium iodate(I) electrophilc reagent efficiently promoted the stereodivergent iodination of alkynes. The chemoselective iodination was effectively realized by switching the solvent system to access the 1-iodoalkyne and (E)-vicinal-diiodoalkenes.
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Successive addition of two different Grignard reagents to nitriles: access to [small alpha],[small alpha]-disubstituted propargylamine derivatives

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03047A, Paper
Julien Caille, Fatma Boukattaya, Fabien Boeda, Morwenna S. M. Pearson-Long, Houcine Ammar, Philippe Bertus
The successive addition of two different Grignard reagents to acyl cyanohydrins was performed with success by using alkynyl Grignard reagents.
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A fluorescent 3,7-bis-(naphthalen-1-ylethynylated)-2[prime or minute]-deoxyadenosine analogue reports thymidine in complementary DNA by a large emission Stokes shift

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C8OB00062J, Paper
Masaki Yanagi, Azusa Suzuki, Robert H. E. Hudson, Yoshio Saito
The first example of a fluorescent adenosine analogue possessing simultaneous major- and minor-groove substitution selectively reports base-pairing to thymidine.
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NMR and experimental reinvestigation of the condensation reaction between [gamma]-methylene-[small alpha],[small beta]-unsaturated aldehydes and propargyl aldehydes

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03110F, Communication
Martin J. Riveira, Ariel M. Sarotti
An experimental and computational study of the reaction between [gamma]-methylene enals and propargyl aldehydes uncovered a deconjugative aldol condensation.
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Stereoselective synthesis of natural product inspired carbohydrate fused pyrano[3,2-c]quinolones as antiproliferative agents

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03186F, Paper
Priti Kumari, Chintam Narayana, Shraddha Dubey, Ashish Gupta, Ram Sagar
Design and efficient synthesis of new carbohydrate fused pyrano[3,2-c]quinolone derivatives and their submicromolar anticancer activity.
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Intramolecular Morita-Baylis-Hillman reaction as a strategy for the construction of tricyclic sesquiterpene cores

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03124F, Paper
Clovis Peter, Philippe Geoffroy, Michel Miesch
The tricyclic cores of quadrane/suberosane and cedrane and related sesquiterpenes were readily available starting from a common intermediate and using an intramolecular Morita-Baylis-Hillman reaction as a key step.
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Small-molecule anticancer agents kill cancer cells by harnessing reactive oxygen species in an iron-dependent manner

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03086J, Paper
Sara R. Fedorka, Kevin So, Ayad A. Al-Hamashi, Ibtissam Gad, Ronit Shah, Veronika Kholodovych, Hanan D. Alqahtani, William R. Taylor, L. M. Viranga Tillekeratne
In the course of generating a library of open-chain epothilones, we discovered a new class of small molecule anticancer agents that has no effect on tubulin but instead kills selected cancer cell lines by harnessing reactive oxygen species in an iron-dependent manner.
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Alkylating probes for the G-quadruplex structure and evaluation of the properties of the alkylated G-quadruplex DNA

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03179C, Communication
Norihiro Sato, Shuntaro Takahashi, Hisae Tateishi-Karimata, Madoka E. Hazemi, Tomoko Chikuni, Kazumitsu Onizuka, Naoki Sugimoto, Fumi Nagatsugi
In this paper, we report the development of a new G-4 alkylating molecule and the evaluation of the properties of the alkylated G-4 DNA.
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Correction: Cationic phthalocyanine dendrimers as potential antimicrobial photosensitisers
Org. Biomol. Chem., 2018, 16,1037-1037
DOI: 10.1039/C8OB90013B, Correction
(image) Open Access
Ruben Ruiz-Gonzalez, Francesca Setaro, Oscar Gulias, Montserrat Agut, Uwe Hahn, Tomas Torres, Santi Nonell
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Divergent access to N-hydroxypyrroles and isoxazoles via the gold(I)- or Bronsted acid-catalysed regioselective cyclization of N-(2-trifluoromethyl-3-alkynyl) oximes

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB03107F, Paper
Qin Zeng, Li Zhang, Yuanjing Xiao, Junliang Zhang
The divergent regioselective cyclization of N-(2-trifluoromethyl-3-alkynyl) oximes by a suitable choice of a gold(I) or Bronsted acid catalyst, leading to N-hydroxypyrroles or Isoxazoles was developed.
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Water soluble hydrophobic peptoids via a minor backbone modification

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB02928D, Paper
Chandra Mohan Darapaneni, Prathap Jeya Kaniraj, Galia Maayan
The incorporation of piperazine or homopiperazine within hydrophobic peptoid scaffolds leads to their water solubility while increasing their overall conformational order in water.
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Structure-based discovery of new maternal embryonic leucine zipper kinase inhibitors

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Org. Biomol. Chem., 2018, Advance Article
DOI: 10.1039/C7OB02344H, Paper
Shu Zhou, Guo-Bo Li, Lin Luo, Lei Zhong, Kai Chen, Hui Li, Xiao-Juan Jiang, Qi Fu, Xin Long, Jin-ku Bao
The new MELK inhibitor 16 showed no inhibitory effect on cancer growth, but can suppress the phosphorylation of focal adhesion kinase, a key kinase in regulating cancer cell migration and invasion.
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Palladium-catalysed stereoselective synthesis of 4-(diarylmethylidene)-3,4-dihydroisoquinolin-1(2H)-ones: expedient access to 4-substituted isoquinolin-1(2H)-ones and isoquinolines

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Org. Biomol. Chem., 2018, 16,963-980
DOI: 10.1039/C7OB02788E, Paper
Amrita Mondal, Priyanka Kundu, Moumita Jash, Chinmay Chowdhury
Palladium-catalysed stereoselective synthesis of 4-(diarylmethylidene)-3,4-dihydroisoquinolin-1(2H)-ones and their straightforward transformations to 4-substituted isoquinolin-1(2H)-ones and isoquinolines are described.
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A catalyst-free intermolecular trans-iodoalkylation of alkynes

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Org. Biomol. Chem., 2018, 16,899-903
DOI: 10.1039/C7OB03159A, Communication
Jie-Jie Liu, Hong-Yan Huang, Liang Cheng, Qi Liu, Dong Wang, Li Liu
The first catalyst-free and trans-selective iodoalkylation reaction of alkynes with a series of [small alpha]-carbonyl compounds was reported.
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A nano-catalytic approach for C-B bond formation reactions

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Org. Biomol. Chem., 2018, 16,857-873
DOI: 10.1039/C7OB02958F, Review Article
Piyush Kumar Verma, Mahadev L. Shegavi, Shubhankar Kumar Bose, K. Geetharani
Nanoparticle-catalysed borylation is one of the most convenient methods for the synthesis of organoboranes to overcome the confines of homogeneous catalysis such as recyclability and heavy metal contamination.
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Synthetic and immunological studies on trimeric MUC1 immunodominant motif antigen-based anti-cancer vaccine candidates

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Org. Biomol. Chem., 2018, 16,993-999
DOI: 10.1039/C7OB02976D, Paper
Mingjing Li, Fan Yu, Chao Yao, Peng George Wang, Yonghui Liu, Wei Zhao
Therapeutic vaccines have been regarded as a very promising treatment modality against cancer.
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t-BuONa-mediated direct C-H halogenation of electron-deficient (hetero)arenes

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Org. Biomol. Chem., 2018, 16,886-890
DOI: 10.1039/C7OB03081A, Communication
Xia Liu, Xin Zhao, Fushun Liang, Baoyi Ren
An efficient halogenation of electron-deficient (hetero)arenes is described.
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Multiplexed detection of nucleic acids using 19F NMR chemical shift changes based on DNA photo-cross-linking of 3-vinylcarbazole derivatives

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Org. Biomol. Chem., 2018, 16,891-894
DOI: 10.1039/C7OB03008H, Communication
Shigetaka Nakamura, Yasuharu Takashima, Kenzo Fujimoto
The 19F NMR identical to trifluorothymidine was large shifted by DNA photo-cross-linking. The shifted signal dispersion was induced by the substituent of 3-vinylcarbazole derivatives.
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The thiolation of pentafluorobenzene with disulfides by C-H, C-F bond activation and C-S bond formation

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Org. Biomol. Chem., 2018, 16,988-992
DOI: 10.1039/C7OB02836A, Paper
Zijian Liu, Kunbing Ouyang, Nianfa Yang
A metal-free thiolation reaction between pentafluorobenzene and disulfides by C-H, C-F bond activation and C-S bond formation is reported.
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Rose Bengal catalysed photo-induced selenylation of indoles, imidazoles and arenes: a metal free approach

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Org. Biomol. Chem., 2018, 16,880-885
DOI: 10.1039/C7OB03177G, Communication
Sumbal Saba, Jamal Rafique, Marcelo S. Franco, Alex R. Schneider, Leandro Espindola, Dagoberto O. Silva, Antonio L. Braga
A photo-induced, metal-free strategy was used for the direct C(sp2)-H bond selenylation of indoles, imidazoles and arenes using Rose Bengal as a photocatalyst.
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A highly efficient nucleophilic substitution reaction between R2P(O)H and triarylmethanols to synthesize phosphorus-substituted triarylmethanes

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Org. Biomol. Chem., 2018, 16,951-956
DOI: 10.1039/C7OB02970E, Paper
Long Chen, Xin-Yue Fang, Yun-Xiang Zou
A highly efficient nucleophilic substitution reaction between R2P(O)H and triarylmethanols was reported, which provides phosphorus-substituted triarylmethanes in rich diversity with 40-96% yields.
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Synthesis and characterization of a photocleavable collagen-like peptide

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Org. Biomol. Chem., 2018, 16,1000-1013
DOI: 10.1039/C7OB02198D, Paper
Alfredo Ornelas, Kaitlyn N. Williams, Kevin A. Hatch, Aurelio Paez, Angela C. Aguilar, Cameron C. Ellis, Nishat Tasnim, Supriyo Ray, Carl W. Dirk, Thomas Boland, Binata Joddar, Chunqiang Li, Katja Michael
On resin fragment condensation was used to assemble a photoreactive collagen-like peptide; photolysis occurs at the N-peptidyl-nitroindoline bonds.
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Specific labeling of mitochondria of Chlamydomonas with cationic helicene fluorophores

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Org. Biomol. Chem., 2018, 16,919-923
DOI: 10.1039/C7OB02906C, Paper
Christoph Bauer, Romain Duwald, Geraldine Maria Labrador, Simon Pascal, Pau Moneva Lorente, Johann Bosson, Jerome Lacour, Jean-David Rochaix
Twelve cationic helicenes and one triangulene were tested for the specific labeling of mitochondria from algal cells.
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Michael addition of carbonyl compounds to nitroolefins under the catalysis of new pyrrolidine-based bifunctional organocatalysts

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Org. Biomol. Chem., 2018, 16,924-935
DOI: 10.1039/C7OB02798B, Paper
A. Castan, R. Badorrey, J. A. Galvez, P. Lopez-Ram-de-Viu, M. D. Diaz-de-Villegas
Novel bifunctional pyrrolidine-based organocatalysts applicable for the asymmetric Michael addition of aldehydes and ketones to nitroolefins have been developed.
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Nickel-catalyzed cross-coupling of [small beta]-carbonyl alkenyl pivalates with arylzinc chlorides

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Org. Biomol. Chem., 2018, 16,1029-1036
DOI: 10.1039/C7OB02947K, Paper
Wen-Jing Pan, Zhong-Xia Wang
The reaction of [small beta]-carbonyl alkenyl pivalates with arylzinc reagents was carried out via nickel-catalyzed C-O bond cleavage, forming 3-aryl-substituted [small alpha],[small beta]-unsaturated carbonyl compounds in moderate to excellent yields.
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5[prime or minute]-Vitamin B12 derivatives suitable for bioconjugation via the amide bond

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Org. Biomol. Chem., 2018, 16,936-943
DOI: 10.1039/C7OB02898A, Paper
A. Jackowska, M. Chrominski, M. Giedyk, D. Gryko
Vitamin B12 derivatives bearing either the amino or the carboxylic group at the 5[prime or minute]-position were synthesised hence enabling conjugation of therapeutics to vitamin B12via the amide bond.
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Direct access to spirobiisoxazoline via the double 1,3-dipolar cycloaddition of nitrile oxide with allenoate

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Org. Biomol. Chem., 2018, 16,895-898
DOI: 10.1039/C7OB03040A, Communication
Xinye Shang, Kun Liu, Zhongyin Zhang, Xianhong Xu, Pengfei Li, Wenjun Li
Double [3 + 2]-cycloadditions between nitrile oxides and allenoates, in the presence of DABCO combined with Et3N, reacting 2-substituted buta-2,3-dienoates with oxime chlorides to afford spirobiisoxazolines in 55-90% yield, achieved construction of double isoxazoline moieties and two chiral centers including a spiro carbon center.
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