Literature DB >> 30507201

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

Ming-Wei Zheng1,2, Xin Yuan1,2, Yu-Sheng Cui1, Jiang-Kai Qiu1, Guigen Li2,3, Kai Guo1.   

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.

Entities:  

Year:  2018        PMID: 30507201     DOI: 10.1021/acs.orglett.8b03191

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

Review 1.  Difunctionalization of Alkenes and Alkynes via Intermolecular Radical and Nucleophilic Additions.

Authors:  Hongjun Yao; Wenfei Hu; Wei Zhang
Journal:  Molecules       Date:  2020-12-28       Impact factor: 4.411

2.  Electrochemical Alkoxysulfonylation Difunctionalization of Styrene Derivatives Using Sodium Sulfinates as Sulfonyl Sources.

Authors:  Haibo Mei; Jiang Liu; Yunjie Guo; Jianlin Han
Journal:  ACS Omega       Date:  2019-08-20
  2 in total

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