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Carbocycles from Donor-Acceptor Cyclopropanes

Org. and Biomol. Chem. - 6 hours 15 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02117G, Review ArticleHuck K. Grover, Michael R. Emmett, Michael A Kerr
This review summarizes research directed towards the formation of carbocyclic adducts from donor-acceptor cyclopropanes. The focus of the review is on annulation and cycloaddition reactions both inter- and intramolecularly mediated...
The content of this RSS Feed (c) The Royal Society of Chemistry

Copper(I) Promoted Cycloalkylation-Peroxidation of Unactivated Alkenes via sp3 C-H Functionalisation

Org. and Biomol. Chem. - 6 hours 15 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01962H, CommunicationBhisma K Patel, Arghya Banerjee, Sourav Santra, Aniket Mishra, Nilufa Khatun
A copper (I) promoted cycloalkylation-peroxidation strategy has been developed via a three-component reaction involving cycloalkanes, tert-butyl hydroperoxide (TBHP) and internal conjugated alkene possessing electron-withdrawing groups (EWGs). This process installs C-O...
The content of this RSS Feed (c) The Royal Society of Chemistry

Efficient Synthesis of [small alpha]- and [small delta]-Carbolines by Sequential Pd-Catalyzed Site-Selective C-C and Twofold C-N Coupling Reactions

Org. and Biomol. Chem. - 6 hours 15 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02226B, PaperTran Quang Hung, Tuan T 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. The success of the synthesis relies on site-selective Suzuki-Miyaura reaction of 1-chloro-2-bromopyridine or 2,3-dibromopyridine with...
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Catalyst-free synthesis of 2 aryl 1,2 dihydro-quinazolin-4(1H)-thiones from 2 aminobenzothio-amides and aldehydes in water

Org. and Biomol. Chem. - 6 hours 15 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02207F, PaperXiao-Feng Wu, Stefan Oschatz, Tom Brunzel, Peter Langer
2-Dihydroquinazolin-4(1H)-thiones were prepared in up to excellent yields from 2-aminobenzothioamides and aldehydes. The reaction is carried out in water without the use of any catalyst or promoter. The sulfur-containing substrate...
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Sulfinate derivatives: dual and versatile partners in organic synthesis

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9743-9759
DOI: 10.1039/C4OB01727G, Review ArticleJessy Aziz, Samir Messaoudi, Mouad Alami, Abdallah Hamze
Recent advances in the preparation and synthetic uses of sulfinic acids and their derivatives are highlighted in this review. They are used as versatile partners in sulfonylative and desulfitative reactions.
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Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9781-9785
DOI: 10.1039/C4OB01807A, CommunicationGuohua Chen, Qiang Yin, Jian Yin, Xiangying Gu, Xiao Liu, Qidong You, Yue-Lei Chen, Bing Xiong, Jingkang Shen
Tf2O mediated dehydrative glycosylation was enabled by strained olefins, including beta-(-)-pinene, and inhibited by other typical bases.
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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. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9777-9780
DOI: 10.1039/C4OB02170C, CommunicationYongcheng Wu, Xiaopeng Peng, Bingling Luo, Fuhai Wu, Bo Liu, Fenyun Song, Peng Huang, Shijun Wen
As the tile reaction shows, an array of dibenzocarbazoles were obtained via dual C-H functionalization of indoles with cyclic diaryliodoniums in a single operation.
The content of this RSS Feed (c) The Royal Society of Chemistry

Highly enantioselective reaction of 2-oxindoles with (3-indolyl)methanols by cooperative Catalysis of a Lewis acid and organocatalyst

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9881-9886
DOI: 10.1039/C4OB02035A, PaperChuan-Li Ren, Tao Zhang, Xing-Yong Wang, Tao Wu, Jing Ma, Qing-Qing Xuan, Feng Wei, Hong-Yan Huang, Dong Wang, Li Liu
An efficient cooperative biscinchona alkaloid and Lewis acid catalytic system was developed in the enantioselective [small alpha]-alkylation of 2-oxindoles with (3-indolyl)(phenyl)methanols.
The content of this RSS Feed (c) The Royal Society of Chemistry

Synthesis and biological evaluation of imidazo[1,5-a]pyridine-benzimidazole hybrids as inhibitors of both tubulin polymerization and PI3K/Akt pathway

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9864-9880
DOI: 10.1039/C4OB01930J, PaperAhmed Kamal, A. V. Subba Rao, V. Lakshma Nayak, N. V. Subba Reddy, Konderu Swapna, G. Ramakrishna, Mallika Alvala
Imidazo[1,5-a]pyridine-benzimidazole hybrids are firstly reported herein to induce cytotoxicity by targeting microtubules.
The content of this RSS Feed (c) The Royal Society of Chemistry

New insights into the structure-spectrum relationship in S65T/H148D and E222Q/H148D green fluorescent protein mutants: a theoretical assessment

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9845-9852
DOI: 10.1039/C4OB01462F, PaperPau Armengol, Ricard Gelabert, Miquel Moreno, Jose M. Lluch
Dynamic simulations and excited state calculations track the origin of the absorption spectrum red-shift in two green fluorescent protein mutants.
The content of this RSS Feed (c) The Royal Society of Chemistry

Base-switched annuloselectivity in the reactions of ethyl malonyl chloride and imines

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9822-9830
DOI: 10.1039/C4OB01454E, PaperZhanhui Yang, Siqi Li, Zhong Zhang, Jiaxi Xu
The [2 + 2] and [2 + 2 + 2] annuloselectivity in the reactions of ethyl malonyl chloride with imines was controlled by different bases, providing a simple synthesis of [small beta]-lactam-3-carboxylates and 2,3-dihydro-1,3-oxazin-4-ones.
The content of this RSS Feed (c) The Royal Society of Chemistry

An efficient synthetic route to 1,3-bis(arylethynyl)isobenzofuran using alkoxybenzocyclobutenone as a reactive platform

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9773-9776
DOI: 10.1039/C4OB02012J, CommunicationKenta Asahina, Suguru Matsuoka, Ryosuke Nakayama, Toshiyuki Hamura
An efficient synthetic method of 1,3-bis(arylethynyl)isobenzofurans is developed.
The content of this RSS Feed (c) The Royal Society of Chemistry

1-Trifluoromethylated isoquinolines via radical trifluoromethylation of isonitriles

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9895-9898
DOI: 10.1039/C4OB02145B, PaperBo Zhang, Armido Studer
A simple and efficient approach to biologically important 1-trifluoroalkylated isoquinolines starting with readily prepared [small beta]-aryl-[small alpha]-isocyano-acrylates and Rf-I(III)-reagents (Rf = CF3, C2F5, C3F7) is described.
The content of this RSS Feed (c) The Royal Society of Chemistry

Conformational equilibria in selected A-type trimeric procyanidins

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9837-9844
DOI: 10.1039/C4OB02086C, PaperMarta K. Dudek (Jamroz), Slawomir Kazmierski, Kamil Stefaniak, Vitold B. Glinski, Jan. A. Glinski
There are two favored conformations of A-type procyanidin trimers: the (+[small phi])-rotamer and the (-[small phi]) one. Their ratio depends on the procyanidin structure and solvent - different solvents favor different conformers.
The content of this RSS Feed (c) The Royal Society of Chemistry

Selective oxygenation of alkynes: a direct approach to diketones and vinyl acetate

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9909-9913
DOI: 10.1039/C4OB01404A, PaperXiao-Feng Xia, Zhen Gu, Wentao Liu, Ningning Wang, Haijun Wang, Yongmei Xia, Haiyan Gao, Xiang Liu
Convenient and expedient methods for the synthesis of [small alpha]-diketones and [small beta]-haloenol acetates from arylalkynes using PhI(OAc)2 as an oxidant are developed at room temperature.
The content of this RSS Feed (c) The Royal Society of Chemistry

Synthesis and LC-MS/MS analysis of desmosine-CH2, a potential internal standard for the degraded elastin biomarker desmosine

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9887-9894
DOI: 10.1039/C4OB01438C, PaperYuko Murakami, Rina Suzuki, Hiroto Yanuma, Jiangtao He, Shuren Ma, Gerard M. Turino, Yong Y. Lin, Toyonobu Usuki
Chemical synthesis and LC-MS/MS analysis of desmosine-CH2, a potential internal standard for the degraded elastin biomarker desmosine, are achieved.
The content of this RSS Feed (c) The Royal Society of Chemistry

Gold-catalyzed carboalkoxylations of 2-ethynylbenzyl ethers to form 1- and 3-substituted 2-methoxy-1-H-indenes: Bronsted acids versus gold catalysis

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9831-9836
DOI: 10.1039/C4OB01794C, PaperChun-Hao Chen, Chiou-Dong Wang, Yi-Feng Hsieh, Rai-Shung Liu
Selective synthesis of 1- and 3-substituted 2-methoxyindenes from the carboalkoxylations of 2-ethynylbenzyl ethers is described.
The content of this RSS Feed (c) The Royal Society of Chemistry

Efficient synthesis of oligosaccharyl 1,2-O-orthoesters from n-pentenyl glycosides and application to the pentaarabinofuranoside of the mycobacterial cell surface

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9914-9920
DOI: 10.1039/C4OB01395F, PaperShivaji A. Thadke, Srinivas Hotha
Conversion of n-pentenyl glycosides to glycosyl 1,2-orthoesters that is mild, high yielding, and importantly suitable for oligosaccharide synthesis is identified.
The content of this RSS Feed (c) The Royal Society of Chemistry

Radical reactions of borohydrides

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9733-9742
DOI: 10.1039/C4OB01784F, Review ArticleTakuji Kawamoto, Ilhyong Ryu
This review article focuses on state-of-the-art borohydride based radical reactions, also covering earlier work, kinetics and some DFT calculations with respect to the hydrogen transfer mechanism.
The content of this RSS Feed (c) The Royal Society of Chemistry

Thermodynamic epimeric equilibration and crystallisation-induced dynamic resolution of lobelanine, norlobelanine and related analogues

Org. and Biomol. Chem. - 6 hours 15 min ago

Org. Biomol. Chem., 2014, 12,9797-9810
DOI: 10.1039/C4OB01787K, PaperZ. Amara, G. Bernadat, P.-E. Venot, P. Retailleau, C. Troufflard, E. Drege, F. Le Bideau, D. Joseph
The step-economical synthesis of lobelanine involving a ring closing double aza-Michael (RCDAM) reaction is revisited and successfully extended to the synthesis of various configurationally more stable analogues.
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