Royal Society of Chemistry

Synthesis of N-heterocyclic carbene-PdCl2-(iso)quinoline complexes and their application in arylamination at low catalyst loadings

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C6OB00013D, PaperFeng Liu, Yi-Ran Zhu, Lu-Gan Song, Jian-Mei Lu
N-Heterocyclic carbene-PdCl2-(iso)quinoline complexes were synthesized and they showed efficient catalytic activity in the C-N coupling of aryl chlorides.
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Copper(I) chloride promoted Csp2-N cross-coupling of 1,2-di(pyrimidin-2-yl) disulfides with amines: an efficient approach to obtain C2-amino functionalized pyrimidines

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02535D, CommunicationKai-Jie Wei, Zheng-jun Quan, Zhang Zhang, Yu-xia Da, Xi-cun Wang
The copper(I)-promoted cross-coupling of 1,2-di(pyrimidin-2-yl) disulfides with aromatic amines and aliphatic amines to deliver C-N coupling products in moderate to good yields is reported in this paper.
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The effects of an ionic liquid on unimolecular substitution processes: the importance of the extent of transition state solvation

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02598B, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Sinead T. Keaveney, Benjamin P. White, Ronald S. Haines, Jason B. Harper
An ionic liquid significantly increases benzylic carbocation formation due to favourable ionic liquid-transition state interactions. The magnitude of transition state solvation was shown to be critical, explaining the difference between this and previous cases.
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Recognition of silver cations by a cucurbit[8]uril-induced supramolecular crown ether

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02590G, PaperQing-Xia Geng, Fang Wang, Hang Cong, Zhu Tao, Gang Wei
A supramolecular crown formed with the cucurbit[8]uril-induced intramolecular charge-transfer interaction is able to recognize silver cations.
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Enhancement of N-heterocyclic carbenes on rhodium catalyzed olefination of triazoles

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02397A, PaperShixian Zhao, Feifei Wu, Yuyu Ma, Wanzhi Chen, Miaochang Liu, Huayue Wu
A few rhodium complexes of N-heterocyclic carbenes were prepared through carbene transfer reactions and their structures were characterized by X-ray diffraction analysis.
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Synthesis of polysubstituted 1,2-dihydroquinolines and indoles via cascade reactions of arylamines and propargylic alcohols catalyzed by FeCl3[middle dot]6H2O

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02658J, PaperMin Shao, Yunjun Wu, Zhijun Feng, Xiaoxia Gu, Shaoyin Wang
Syntheses of 1,2-dihydroquinolines from arylamines and propargylic alcohols via cascade Friedel-Crafts-type reaction and 6-endo-trig hydroamination catalyzed by FeCl3[middle dot]6H2O are described.
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Sequential Michael addition/retro-Claisen condensation of aromatic [small beta]-diketones with [small alpha],[small beta]-unsaturated esters: an approach to obtain 1,5-ketoesters

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02570B, CommunicationGui-Xin Cai, Jing Wen, Ting-Ting Lai, Dan Xie, Cheng-He Zhou
A K2CO3-catalyzed one-pot protocol involving sequential C-C bond formation and cleavage of aromatic [small beta]-diketones with [small alpha],[small beta]-unsaturated esters is developed to obtain 1,5-ketoesters, proceeding smoothly under mild conditions in up to 98% isolated yield.
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Oxidative ring-opening of ferrocenylcyclopropylamines to N-ferrocenylmethyl [small beta]-hydroxyamides

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02577J, PaperYi Sing Gee, Neils J. M. Goertz, Michael G. Gardiner, Christopher J. T. Hyland
The in situ reduction of ferrocenyl cyclopropylimines to the corresponding amines triggers a facile oxidative ring-opening to yield the formal four-electron oxidation products: N-ferrocenylmethyl [small beta]-hydroxyamides.
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Hybrid phase ligation for efficient synthesis of histone proteins

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02195B, CommunicationRuixuan R. Yu, Santosh K. Mahto, Kurt Justus, Mallory M. Alexander, Cecil J. Howard, Jennifer J. Ottesen
We report a hybrid solid-solution phase ligation approach that combines the efficiency of solid phase ligation with solution phase ligation in the total synthesis of modified histone proteins.
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Synthesis of inositol phosphate-based competitive antagonists of inositol 1,4,5-trisphosphate receptors

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02623G, PaperVera Konieczny, John. G. Stefanakis, Efstratios D. Sitsanidis, Natalia-Anastasia T. Ioannidou, Nikolaos V. Papadopoulos, Konstantina C. Fylaktakidou, Colin W. Taylor, Alexandros E. Koumbis
Potent competitive antagonists of the IP3 receptors, through which Ca2+ is released in mammalian cells, are synthesized and characterized.
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Synthesis of new dicinnamoyl 4-deoxy quinic acid and methyl ester derivatives and evaluation of the toxicity against the pea aphid Acyrthosiphon pisum

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02483H, PaperXiubin Li, Lucie Grand, Thomas Pouleriguen, Yves Queneau, Pedro da Silva, Yvan Rahbe, Jean-Luc Poessel, Sylvie Moebs-Sanchez
Syntheses of seven new di-hydroxycinnamoyl 4-deoxy quinic acid derivatives and insecticidal bioassays against a pea aphid are reported.
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Exploring the role of the [small alpha]-carboxyphosphonate moiety in the HIV-RT activity of [small alpha]-carboxy nucleoside phosphonates

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02507A, PaperNicholas D. Mullins, Nuala M. Maguire, Alan Ford, Kalyan Das, Eddy Arnold, Jan Balzarini, Anita R. Maguire
The importance of the [small alpha]-carboxy phosphonoacetic acid moiety to achieve RT inhibition, without the need for prior phosphorylation, is confirmed.
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Rhodium-catalyzed asymmetric ring opening reaction of oxabenzonorbornadienes with amines using ZnI2 as the activator

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02331A, PaperXin Xu, Jingchao Chen, Zhenxiu He, Yongyun Zhou, Baomin Fan
The asymmetric ring opening reactions of oxabenzonorbornadienes with various amines were developed in high enantioselectivities with good yields by using a rhodium catalyst and ZnI2 as the activator.
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Implications of dynamic imine chemistry for the sustainable synthesis of nitrogen heterocycles via transimination followed by intramolecular cyclisation

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02670A, PaperJoydev K. Laha, K. S. Satyanarayana Tummalapalli, Krupal P. Jethava
An application of dynamic imine chemistry to the sustainable synthesis of N-heterocycles from N-aryl benzylamines or imines and ortho-substituted anilines is described.
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Polar solvent effects on tartaric acid binding by aromatic oligoamide foldamer capsules

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02641E, PaperNagula Chandramouli, Mohammed Farrag El-Behairy, Guillaume Lautrette, Yann Ferrand, Ivan Huc
Aromatic amide foldamer capsules hold polar guests in protic solvents.
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Correction: Copper-mediated cyanation of indoles and electron-rich arenes using DMF as a single surrogate

Org. and Biomol. Chem. - 9 February, 2016 - 03:17
Org. Biomol. Chem., 2016, 14,1840-1840
DOI: 10.1039/C6OB90012G, CorrectionOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Lianpeng Zhang, Ping Lu, Yanguang Wang
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Insights into structure and redox potential of lignin peroxidase from QM/MM calculations

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C6OB00037A, CommunicationLudovic Castro, Luke Crawford, Archford Mutengwa, Jan P. Gotze, Michael Buhl
Insights into the origin of the oxidative power of lignin peroxidase is obtained from QM/MM calculations, and promising targets for mutation experiments are predicted through in silico design.
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Target-specific identification and characterization of the putative gene cluster for brasilinolide biosynthesis revealing the mechanistic insights and combinatorial synthetic utility of 2-deoxy-L-fucose biosynthetic enzymes

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, 14,1988-2006
DOI: 10.1039/C5OB02292D, PaperHsien-Tai Chiu, Chien-Pao Weng, Yu-Chin Lin, Kuan-Hung Chen
From Nocardia was cloned and functionally characterized a giant gene cluster for biosyntheses of brasilinolides as potent immunosuppressive and anticancer agents.
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Development of a stable phosphoarginine analog for producing phosphoarginine antibodies

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, 14,1925-1929
DOI: 10.1039/C5OB02603B, CommunicationHan Ouyang, Chuan Fu, Songsen Fu, Zhe Ji, Ying Sun, Peiran Deng, Yufen Zhao
pAIE is designed and synthesized as a stable analog and bioisostere of acid-labile pArg, to produce pArg specific antibodies, facilitating the detection of protein arginine phosphorylation.
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Synthesis, conformation and antiproliferative activity of isothiazoloisoxazole 1,1-dioxides

Org. and Biomol. Chem. - 9 February, 2016 - 03:17

Org. Biomol. Chem., 2016, 14,2134-2144
DOI: 10.1039/C5OB02586A, PaperJ. Blackburn, G. Molyneux, A. Pitard, C. R. Rice, M. I. Page, S. Afshinjavid, F. A. Javid, S. J. Coles, P. N. Horton, K. Hemming
Isothiazoles (I) reacted with 1,3-dipoles or NaN3 to give cycloadducts (II) or thiazete (III). Thiazete (III) rearranged to give 1,2,3-oxathiazoline (IV).
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