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电化学氧化交叉偶联烯胺酮和噻吩构建 C-S 键。

Electrochemical Oxidative Cross-Coupling of Enaminones and Thiophenols to Construct C-S Bonds.

机构信息

College of Chemistry and Chemical Engineering, Shaanxi Normal University Xi'an, Xian Shi, 710119, P. R.China.

College of Chemistry & Chemical Engineering, Jiangxi Normal, University, Nanchang, 330022, Jiangxi, P. R.China.

出版信息

Chem Asian J. 2020 Dec 1;15(23):4005-4008. doi: 10.1002/asia.202001116. Epub 2020 Oct 26.

Abstract

An electrochemical oxidative C(sp)-H sulfuration has been developed. Various enaminones and thiophenols were compatible, generating the desired alkenyl sulfur compounds in up to 87 % yield. This transformation proceeded smoothly under mild reaction conditions without external oxidant and transition-metal catalyst. Remarkably, thiophenols selectively coupled with enamines when substrates had other alkenyl groups. In addition, the desired products could be further transformed into a series of α-sulfur isoxazoles, which are a kind of useful heterocycles in materials and bioactive molecules.

摘要

电化学氧化 C(sp)-H 硫化反应已被开发。各种烯胺酮和苯硫酚都兼容,以高达 87%的产率生成所需的烯基硫化合物。该转化在温和的反应条件下顺利进行,无需外加氧化剂和过渡金属催化剂。值得注意的是,当底物具有其他烯基基团时,苯硫酚选择性地与烯胺酮偶联。此外,所需的产物可以进一步转化为一系列α-硫代异恶唑,它们是材料和生物活性分子中一类有用的杂环。

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