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The Stability of Nitrogen-Centered Radicals

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01656D, PaperHendrik Zipse, Johnny Hioe, Valerije Vrcek, Davor Sakic
Radical stabilization energies (RSEs) for a wide variety of nitrogen-centered radicals and their protonated counterparts have been calculated at G3(MP2)-RAD and G3B3 level. The calculated RSE values can be rationalized...
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An efficient reagent for covalent introduction of alkyne into proteins

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01873G, CommunicationJie Zhang, Dejun Ma, Dawei Du, Zhen Xi, Long Yi
A cheap and bench-stable reagent was synthesized for direct and covalent introduction of alkynes into tyrosine of target proteins, which can be further modified based on click reaction to achieve...
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Silver(I)-Catalyzed Annulation for the Regioselective Synthesis of N-Imino-[gamma]-Carbolinium Ylides from Hydrazones of Indole-3-Carbonyl Derivatives and Propargylic Alcohols

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02020K, CommunicationZhuang-ping Zhan, Yu Zhu, Xin-Rui Shen, Hai-tao Tang, Min Lin
A regioselective efficient synthetic approach to N-imino-[gamma]-carbolinium ylides via AgOTf-catalyzed iminoannulation has been developed. This transformation proceeds via a silver(I) triflate-catalyzed consecutive Friedel-Crafts reaction/N-C bond formation sequence between readily available...
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Cationic azacryptands as selective three-way DNA junction binding agents

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01846J, PaperJana Novotna, Aurelien Laguerre, Anton Granzhan, Marc Pirrotta, Marie-Paule Teulade-Fichou, David Monchaud
DNA damaging agents are among the most powerful anticancer drugs currently under clinical use. As an alternative to irreversible nucleobase damages and DNA strand breaks, the non-covalent stabilization of unusual,...
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Palladium catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums, an approach to ring fused carbazole derivatives

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02170C, CommunicationYongcheng Wu, Xiaopeng Peng, Bingling Luo, Fu-Hai Wu, Bo Liu, Fen-Yun Song, Shijun Wen, Peng Huang
Palladium (Ⅱ)-catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums was successfully achieved, providing a concise method to synthesize dibenzocarbazoles. In one single operation, two C-C bonds and one ring...
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Corrin-based chemosensors for the ASSURED detection of endogenous cyanide

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01889C, PerspectiveFelix Zelder, Lucas Tivana
Cassava (Manihot esculenta Crantz) is a staple food for more than 500 million people, especially in Africa and South America.
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The Direct Electrophilic Cyanation of [small beta]-Keto Esters and Amides with Cyano Benziodoxole

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02032D, CommunicationYao-Feng Wang, Jiashen Qiu, Dejie Kong, Yongtao Gao, Feipeng Lu, Pran Gopal Karmaker, fuxue chen
The direct electrophilic [small alpha]-cyanation of [small beta]-keto esters and amides has been developed using hypervalent iodine benziodoxole-derived cyano reagent. It accomplishes within 10 min without any catalyst in DMF at room...
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Silver-Mediated Oxidative Vinylic C-H Bond Sulfenylation of Enamides with Disulfides

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01970A, CommunicationLuo Yang, Qing Wen, Fuhong Xiao, Guo-Jun Deng
A silver-mediated oxidative vinylic C-H bond sulfenylation of enamides was developed. This method is compatible with diaryl and dialkyl disulfides to deliver biological precious chalcogenated olefins efficiently. A plausible non-chain...
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QSAR Study on the Inhibition Mechanism of Matrix Metalloproteinase-12 by Arylsulfone Analogues Based on Molecular Orbital Calculations

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01843E, PaperSeiji Hitaoka, Hiroshi Chuman, Kazunari Yoshizawa
A binding mechanism between human matrix metalloproteinase-12 (MMP-12) and eight arylsulfone analogs having two types of carboxylic and hydroxamic acids as the most representative zinc binding group is investigated by...
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Importance of D-glycopyranoside structure to the bioactivity and target affinity of jasmonic acid glucoside

Org. and Biomol. Chem. - 22 October, 2014 - 09:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02106A, CommunicationMinoru Ueda, Gangqiang Yang, Yuuki Nukadzuka, Yasuhiro Ishimaru , Satoru Tamura, Yoshiyuki Manabe
12-O-[small beta]-D-Glucopyranosyljasmonic acid (JAG) induces nyctinastic leaf-folding of Samanea saman. The SAR studies of 1 revealed the unique role of its glycone moiety. Biological activity and target affinity of JAG were...
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Design strategies for bioorthogonal smart probes

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01632G, Review ArticlePeyton Shieh, Carolyn R. Bertozzi
This review covers approaches used to develop probes activated by bioorthogonal ligation reactions.
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Remote conformational control of a molecular switch via methylation and deprotonation

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01991A, PaperPeter C. Knipe, Ian M. Jones, Sam Thompson, Andrew D. Hamilton
Methylation and deprotonation at remote sites of a diphenylacetylene-based molecular switch exert global conformational changes through subtle tuning of a hydrogen-bonding network.
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Magnetic resonance and optical imaging probes for NMDA receptors on the cell surface of neurons: synthesis and evaluation in cellulo

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01848F, PaperNeil Sim, Robert Pal, David Parker, Joern Engelmann, Anurag Mishra, Sven Gottschalk
A second generation of N-methyl-D-aspartate (NMDA) receptor-targeted MRI contrast agents has been synthesised, based on bicyclic NMDA receptor antagonists and show selective and reversible cell-surface binding.
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Synthesis of nitriles via palladium-catalyzed water shuffling from amides to acetonitrile

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01825G, CommunicationWandi Zhang, Christopher W. Haskins, Yang Yang, Mingji Dai
Palladium-catalyzed synthesis of nitriles from amides has been described.
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Unusual (Z)-selective palladium(II)-catalysed addition of aryl boronic acids to vinylaziridines

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01786B, CommunicationJieXiang Yin, Theresa Mekelburg, Christopher Hyland
The palladium(II)-catalysed addition of arylboronic acids to vinylaziridines has been developed. This reaction proceeds via an insertion/ring-opening process to provide (E)-allylsulfonamides. This stereoselectivity is complimentary to existing methods that typically proceed via an SN2[prime or minute] mechanism to yield (Z)-allylic systems.
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Total syntheses of cis-cyclopropane fatty acids: dihydromalvalic acid, dihydrosterculic acid, lactobacillic acid, and 9,10-methylenehexadecanoic acid

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01863J, PaperSayali Shah, Jonathan M. White, Spencer J. Williams
A systematic approach to the synthesis of enantiomeric pairs of the four title cis-cyclopropane fatty acids is reported.
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Thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids from peptide/protein hydrazides at neutral conditions

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01885K, PaperChenchen Chen, Yichao Huang, Ling Xu, Yong Zheng, Huajian Xu, Qingxiang Guo, Changlin Tian, Yiming Li, Jing Shi
An efficient thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids was achieved by using peptide/protein hydrazides precursors at neutral pH and room temperature (about 20 [degree]C).
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Rhodium(III)-catalyzed C-H alkynylation of azomethine ylides under mild conditions

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01596G, CommunicationXueyun Zhang, Zisong Qi, Jian Gao, Xingwei Li
Rh(III) complexes catalyzed the ortho C-H alkynylation of azomethine imine, which acts as a masked aldehyde group.
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Asymmetric organocatalytic SOMO reactions of enol silanes and silyl ketene (thio)acetals

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01385A, PaperPavol Tisovsky, Maria Meciarova, Radovan Sebesta
The reactivity of aldehydes and ketones in asymmetric organo-SOMO reactions with enol silanes was explored. The best results were obtained with 3-phenylpropanal and tetralone-derived silyl enol ether and silyl ketene thioacetal.
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Transition metal-free oxidative esterification of benzylic alcohols in aqueous medium

Org. and Biomol. Chem. - 22 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01524J, PaperSupravat Samanta, Venkatanarayana Pappula, Milan Dinda, Subbarayappa Adimurthy
Oxidative esterification of benzylic alcohols with catalytic HBr in aqueous medium under mild conditions is reported with a broad substrate scope including selective mono-esterification of ethylene glycol and glycerol.
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