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

Research output: Contribution to journalArticle

19 Scopus citations

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.

Original languageEnglish
Pages (from-to)7784-7789
Number of pages6
JournalOrganic Letters
Volume20
Issue number24
DOIs
StatePublished - Dec 21 2018

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