Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Pd(II)-Catalyzed Controllable C-H Mono-/Diarylation of Aryl Tetrazoles: Concise Synthesis of Losartan

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02453B, CommunicationXi-Sheng Wang, Yan-Jun Ding, Yan Li, Sheng-Yu Dai, Quan Lan
A palladium(II)-catalyzed C-H arylation directed by tetrazole, a metabolically stable surrogate for the carboxylic acid group in drug design, has been developed. Excellent mono-/di-selectivity was achieved through the protecting site...
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Synthesis of Allylated Quinolines/Isoquinolines via Palladium-Catalyzed Cyclization-Allylation of Azides and Allyl Methyl Carbonate

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02567A, PaperJiang Luo, Zhibao Huo, Jun Fu, Fangming Jin, Yoshinori Yamamoto
A novel and efficient strategy for the one-step synthesis of allylated quinolines and isoquinolines via palladium-catalyzed cyclization-allylation of azides and allyl methyl carbonate is first developed. The results indicated that...
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Copper(II) Bromide-catalyzed Intramolecular Decarboxylative Functionalization to Form C(sp3)-O Bond for the Synthesis of Furo[3,2-c]coumarins

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02490G, PaperWenli Zhang, Shuning Yue, Yongmiao Shen, Huayou Hu, Qinghua Meng, Hui Wu, Yun Liu
An efficient and eco-friendly copper(II) bromide-catalyzed intramolecular decarboxylative functionalization to form C(sp3)-O bond for the synthesis of furo[3,2-c]coumarins has been developed. The transformation is proposed to proceed via a catalytically...
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Copper-Catalyzed Ring Expansion of 2-Aminobenzothiazoles with Alkynyl Carboxylic Acids to 1,4-Benzothiazines

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02467B, PaperJing-Wen Qiu, Bolun Hu, Xing-Guo Zhang, Riyuan Tang, Ping Zhong, Jin-Heng Li
A ring expansion of 2-aminobenzothiazoles with alkynyl carboxylic acids was developed, which allows for one-pot synthesis of 1,4-benzothiazines in moderate to excellent yields. The cascade reaction was achieved through decarboxylative...
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Ylide Formal [4+1] Annulation

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02556C, Review ArticleChunyin Zhu, Ya Ding, Long-Wu Ye
Over the past decades, ylide chemistry has been significantly extended to the area beyond olefination and small ring formation, among which ylide [4+1] annulation has been extensively explored, and five-member...
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Efficient Phosphine ligands for the One-Pot Palladium-Catalyzed Borylation/Suzuki-Miyaura Cross-coupling Reaction

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02436B, PaperYou Chen, Hui Peng, Yunxiao Pi, Tong Meng, Zeyu Lian, Meng-Qi Yan, Yan Liu, Shenghua Liu, Guang-Ao Yu
We report the synthesis of 2-(anthracen-9-yl)-1H-inden-3-yl dicyclohexylphosphine and its use in palladium-catalyzed borylation/Suzuki-Miyaura cross-coupling reaction to prepare a variety of symmetrical and unsymmetrical biaryl compounds in excellent yield.
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Enantioselective Synthesis of 4-Substituted Tetrahydroisoquinolines via Palladium-Catalyzed Intramolecular Friedel-Crafts Type Allylic Alkylation of Phenols

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02574A, PaperShuli You, Zheng-Le Zhao, Qing-Long Xu, Qing Gu, Xin-Yan Wu
Palladium-catalyzed asymmetric intramolecular Friedel-Crafts type allylic alkylation reaction of phenols has been developed under mild conditions. In the presence of Pd2(dba)3 with (1R, 2R)-DACH-phenyl Trost ligand (L2) in toluene at...
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Synthesis and evaluation of hybrid molecules targeting the vinca domain of tubulin

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02114B, PaperOlga Gherbovet, Pedro Alejandro Sanchez-Murcia, Maria Concepcion Garcia-Alvarez, Jerome Bignon, Sylviane Thoret, F Gago, Fanny Roussi
Hybrids of vinca alkaloids and phomopsin A, linked by a glycine pattern, have been synthetized in one or two steps, by an original insertion reaction. These compounds have been elaborated...
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Hydroboration Reaction as a Key for a Straightforward Synthesis of New MRI-NCT agents

27 January, 2015 - 08:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02291B, PaperAnnamaria Deagostino, Paolo Boggio, Simonetta Geninatti, Diego Alberti, Cristina Prandi, Claudio Medana, Domenica Marabello, Silvio Aime, Paolo Venturello, Antonio Toppino
In this study the hybroboration reaction has been exploited to produce in only four steps a new lipophilic GdBNCT/MRI agent (PB01). As a matter of fact, the formation of a...
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Synthesis of 2-aryl-3-(2-cyanoethyl)aziridines and their chemical and enzymatic hydrolysis towards [gamma]-lactams and [gamma]-lactones

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02615B, PaperKaren Mollet, Lena Decuyper, Saskia Vander Meeren, Nicola Piens, Karel De Winter, Tom Desmet, Matthias D'hooghe
Trans- and cis-2-aryl-3-(2-cyanoethyl)aziridines were transformed into 4-[aryl(alkylamino)methyl]butyrolactones and/or 5-[aryl(hydroxy)methyl]pyrrolidin-2-ones via chemical and enzymatic hydrolysis of the cyano group, followed by ring expansion.
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Templating carbohydrate-functionalised polymer-scaffolded dynamic combinatorial libraries with lectins

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02587C, PaperClare S. Mahon, Martin A. Fascione, Chadamas Sakonsinsiri, Tom E. McAllister, W. Bruce Turnbull, David A. Fulton
The templation of carbohydrate-functionalised Polymer-Scaffolded Dynamic Combinatorial Libraries affords polymers possessing significantly enhanced affinities for the template, with enhancements in free energy of binding in the range of 5.2-8.8 kJ mol-1 observed.
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Cyclopropanation using flow-generated diazo compounds

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00019J, CommunicationNuria M. Roda, Duc N. Tran, Claudio Battilocchio, Ricardo Labes, Richard J. Ingham, Joel M. Hawkins, Steven V. Ley
A practical and mild protocol for the cyclopropanation of unstabilised diazo compounds is reported.
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TEMPO-mediated homocoupling of aryl Grignard reagents: mechanistic studies

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02689F, PaperSandip Murarka, Juri Mobus, Gerhard Erker, Christian Muck-Lichtenfeld, Armido Studer
The mechanism of TEMPO mediated oxidative homo-coupling of aryl Grignard reagents to biphenyls is investigated in detail by experimental and computational studies.
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Oxidative asymmetric umpolung alkylation of Evans' [small beta]-ketoimides using dialkylzinc nucleophiles

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02601B, CommunicationTom A. Targel, Jayprakash N. Kumar, O. Svetlana Shneider, Sukanta Bar, Natalia Fridman, Shimon Maximenko, Alex M. Szpilman
Umpolung alkylation of Evans' auxiliary substituted [small beta]-ketoimides affords the diastereomerically pure products in yields ranging from 40 to 80%.
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Silver catalysed decarboxylative alkylation and acylation of pyrimidines in aqueous media

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02524E, PaperWen-Peng Mai, Bin Sun, Li-Qin You, Liang-Ru Yang, Pu Mao, Jin-Wei Yuan, Yong-Mei Xiao, Ling-Bo Qu
Decarboxylative alkylation or acylation reactions of simple pyrimidines have been developed in aqueous media.
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Multi-substituted 8-aminoimidazo[1,2-a]pyrazines by Groebke-Blackburn-Bienayme reaction and their Hsp90 inhibitory activity

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1531-1535
DOI: 10.1039/C4OB01865F, PaperJing Ren, Min Yang, Hongchun Liu, Danyan Cao, Danqi Chen, Jian Li, Le Tang, Jianhua He, Yue-Lei Chen, Meiyu Geng, Bing Xiong, Jingkang Shen
Various 3,8-diaminoimidazo[1,2-a]pyrazines were efficiently prepared by MCR and some products showed moderate Hsp90 inhibitory activity.
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Synthesis and biological evaluation of novel pyrano[3,2-c]carbazole derivatives as anti-tumor agents inducing apoptosis via tubulin polymerization inhibition

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1404-1414
DOI: 10.1039/C4OB02015D, PaperPannala Padmaja, Garikapati Koteswara Rao, Adisherla Indrasena, Basireddy V. Subba Reddy, Nibedita Patel, Anver Basha Shaik, Narayana Reddy, Pramod K. Dubey, Manika Pal Bhadra
A series of novel pyrano[3,2-c]carbazole derivatives have been synthesized and antiproliferative activity of the derivatives were investigated on various cancer cell lines.
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Improved synthesis of the super antioxidant, ergothioneine, and its biosynthetic pathway intermediates

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1415-1419
DOI: 10.1039/C4OB02023E, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Peguy Lutete Khonde, Anwar Jardine
Ergothioneine and mycothiol are low molecular mass redox protective thiols present in actinomycetes, in particular mycobacteria.
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Efficient synthesis of [small alpha]- and [small delta]-carbolines by sequential Pd-catalyzed site-selective C-C and twofold C-N coupling reactions

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1375-1386
DOI: 10.1039/C4OB02226B, PaperTran Quang Hung, Tuan Thanh Dang, Julia Janke, Alexander Villinger, Peter Langer
Two concise and efficient approaches were developed for the synthesis of [small alpha]- and [small delta]-carboline derivatives.
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Copper(I)-promoted cycloalkylation-peroxidation of unactivated alkenes via sp3 C-H functionalisation

27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1307-1312
DOI: 10.1039/C4OB01962H, CommunicationArghya Banerjee, Sourav Kumar Santra, Aniket Mishra, Nilufa Khatun, Bhisma K. Patel
A copper-promoted cycloalkylation-peroxidation strategy has been developed via a three-component reaction involving cycloalkanes, tert-butyl hydroperoxide and internal conjugated alkene.
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