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镍催化酯、酰胺的脱羰硫醚化反应及硫酯的分子内重组片段偶联形成碳-硫键。

Nickel-Catalyzed C-S Bond Formation via Decarbonylative Thioetherification of Esters, Amides and Intramolecular Recombination Fragment Coupling of Thioesters.

作者信息

Lee Shao-Chi, Liao Hsuan-Hung, Chatupheeraphat Adisak, Rueping Magnus

机构信息

Institut für Organische Chemie, RWTH Aachen, Landoltweg 1, 52074, Aachen, Germany.

King Abdullah University of Science and Technology (KAUST), KAUST Catalysis Center (KCC), Thuwal, 23955-6900, Saudi Arabia.

出版信息

Chemistry. 2018 Mar 7;24(14):3608-3612. doi: 10.1002/chem.201705842. Epub 2018 Feb 15.

DOI:10.1002/chem.201705842
PMID:29334411
Abstract

A nickel catalyzed cross-coupling protocol for the straightforward C-S bond formation has been developed. Various mercaptans and a wide range of ester and amide substrates bearing various substituents were tolerated in this process which afforded products in good to excellent yields. Furthermore, an intramolecular protocol for the synthesis of thioethers starting from thioesters has been developed. The utility of this protocol has been demonstrated in a new synthetic protocol of benzothiophene.

摘要

已开发出一种用于直接形成C-S键的镍催化交叉偶联方案。在此过程中,各种硫醇以及带有各种取代基的多种酯和酰胺底物都能适用,反应能以良好至优异的产率得到产物。此外,还开发了一种从硫酯开始合成硫醚的分子内方案。该方案的实用性已在苯并噻吩的一种新合成方案中得到证明。

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