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活化烯烃的电化学自由基硅基氧化反应

Electrochemical Radical Silyl-Oxygenation of Activated Alkenes.

作者信息

Ke Jie, Liu Wentan, Zhu Xujiang, Tan Xingfa, He Chuan

机构信息

Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong, 518055, China.

出版信息

Angew Chem Int Ed Engl. 2021 Apr 12;60(16):8744-8749. doi: 10.1002/anie.202016620. Epub 2021 Mar 8.

Abstract

An efficient electrochemical radical silyl-oxygenation of electron-deficient alkenes is demonstrated, which gives access to a variety of new highly functionalized silicon-containing molecules, including β-silyl-cyanohydrin derivatives in good yields with excellent chemo- and regio-selectivity. This electrochemical radical silylation process conducts under mild conditions without the use of transition metal catalyst or chemical oxidant and exhibits a wide scope of substrate silanes with high functional-group tolerance. The ability to access silyl radicals using electrochemical Si-H activation offers new perspectives for the synthesis of valuable organosilicon compounds in a sustainable and green manner.

摘要

已证明一种有效的缺电子烯烃电化学自由基硅烷-氧化反应,可得到多种新型高度官能化的含硅分子,包括以良好产率、出色的化学和区域选择性得到β-硅基氰醇衍生物。这种电化学自由基硅烷化过程在温和条件下进行,无需使用过渡金属催化剂或化学氧化剂,并且对具有高官能团耐受性的底物硅烷具有广泛的适用性。通过电化学Si-H活化获得硅自由基的能力为以可持续和绿色方式合成有价值的有机硅化合物提供了新的视角。

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