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通过炔酸酯与硫醇引发的氧化硫代化级联反应合成三取代乙烯基硫醚。

Synthesis of Trisubstituted Vinyl Sulfides via Oxidative Thiolation Initiated Cascade Reaction of Alkynoates with Thiols.

机构信息

School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University , Nanjing 210093, China.

MaAnShan High-Tech Research Institute of Nanjing University , MaAnShan 238200, China.

出版信息

J Org Chem. 2016 Oct 7;81(19):9470-9475. doi: 10.1021/acs.joc.6b01770. Epub 2016 Sep 19.

Abstract

A thiolation initiated cascade reaction of aryl alkynoates has been developed with thiol as a coupling partner. This radical process has been demonstrated to proceed through S-H bond cleavage, thiolation of alkynoate, aryl migration, and decarboxylation. This reaction tolerates a wide scope of substrates resulting in good chemical yields, which provides an easy and practical strategy for preparation of trisubstituted vinyl sulfides.

摘要

一种以硫醇作为偶联伙伴的巯基引发的芳基炔酸酯级联反应已经被开发出来。该自由基过程被证明是通过 S-H 键断裂、炔酸酯的巯基化、芳基迁移和脱羧进行的。该反应能够容忍广泛的底物范围,从而获得良好的化学收率,为制备三取代乙烯基硫醚提供了一种简单实用的策略。

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