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电化学脱羧磺酰化肉桂酸与芳香磺酰肼合成乙烯基砜

Electrochemical Decarboxylative Sulfonylation of Cinnamic Acids with Aromatic Sulfonylhydrazides to Vinyl Sulfones.

机构信息

Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou, Guangdong 510640, China.

出版信息

J Org Chem. 2017 Sep 15;82(18):9655-9661. doi: 10.1021/acs.joc.7b01741. Epub 2017 Sep 7.

Abstract

A stereoselective synthesis of (E)-vinyl sulfones has been developed via electrochemical oxidative N-S bond cleavage of aromatic sulfonylhydrazides, followed by cross-coupling reactions with cinnamic acids to form the C-S bond. The protocol proceeded smoothly to afford (E)-vinyl sulfones in good yields with wide substrate scope under metal-free and halogen-free conditions.

摘要

通过电化学氧化芳香磺酰腙的 N-S 键断裂,随后与肉桂酸进行交叉偶联反应形成 C-S 键,发展了一种(E)-乙烯基砜的立体选择性合成方法。该方案在无金属和无卤素条件下,以良好的收率和广泛的底物范围顺利进行,得到了(E)-乙烯基砜。

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