Electrochemical Sulfonylation/Heteroarylation of Alkenes via Distal Heteroaryl ipso-Migration

Ming Wei Zheng; Xin Yuan; Yu Sheng Cui; Jiang Kai Qiu; Guigen Li; Kai Guo

doi:10.1021/acs.orglett.8b03191

Electrochemical Sulfonylation/Heteroarylation of Alkenes via Distal Heteroaryl ipso-Migration

Ming Wei Zheng, Xin Yuan, Yu Sheng Cui, Jiang Kai Qiu, Guigen Li, Kai Guo

生物与制药工程学院

科研成果: 期刊稿件 › 文章 › 同行评审

72 引用（Scopus）

摘要

A direct electrooxidative sulfonylation/heteroarylation reaction of alkenes with sulfinic acids, which proceeds through distal heteroaryl ipso-migration and C-S and C-C bond formations, is reported. This electro-synthetic method offers an efficient and environmentally friendly entry to prepare various sulfonated functionalized heteroarenes under an undivided cell at room temperature, avoiding the use of any metal catalysts, additives, and oxidants. Preliminary mechanistic studies indicated a radical pathway.

源语言	英语
页（从-至）	7784-7789
页数	6
期刊	Organic Letters
卷	20
期	24
DOI	https://doi.org/10.1021/acs.orglett.8b03191
出版状态	已出版 - 21 12月 2018

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abstract = "A direct electrooxidative sulfonylation/heteroarylation reaction of alkenes with sulfinic acids, which proceeds through distal heteroaryl ipso-migration and C-S and C-C bond formations, is reported. This electro-synthetic method offers an efficient and environmentally friendly entry to prepare various sulfonated functionalized heteroarenes under an undivided cell at room temperature, avoiding the use of any metal catalysts, additives, and oxidants. Preliminary mechanistic studies indicated a radical pathway.",

author = "Zheng, {Ming Wei} and Xin Yuan and Cui, {Yu Sheng} and Qiu, {Jiang Kai} and Guigen Li and Kai Guo",

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T1 - Electrochemical Sulfonylation/Heteroarylation of Alkenes via Distal Heteroaryl ipso-Migration

AU - Zheng, Ming Wei

AU - Yuan, Xin

AU - Cui, Yu Sheng

AU - Qiu, Jiang Kai

AU - Li, Guigen

AU - Guo, Kai

PY - 2018/12/21

Y1 - 2018/12/21

N2 - A direct electrooxidative sulfonylation/heteroarylation reaction of alkenes with sulfinic acids, which proceeds through distal heteroaryl ipso-migration and C-S and C-C bond formations, is reported. This electro-synthetic method offers an efficient and environmentally friendly entry to prepare various sulfonated functionalized heteroarenes under an undivided cell at room temperature, avoiding the use of any metal catalysts, additives, and oxidants. Preliminary mechanistic studies indicated a radical pathway.

AB - A direct electrooxidative sulfonylation/heteroarylation reaction of alkenes with sulfinic acids, which proceeds through distal heteroaryl ipso-migration and C-S and C-C bond formations, is reported. This electro-synthetic method offers an efficient and environmentally friendly entry to prepare various sulfonated functionalized heteroarenes under an undivided cell at room temperature, avoiding the use of any metal catalysts, additives, and oxidants. Preliminary mechanistic studies indicated a radical pathway.

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JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Electrochemical Sulfonylation/Heteroarylation of Alkenes via Distal Heteroaryl ipso-Migration

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