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Ammonium iodide-induced sulfonylation of alkenes with DMSO and water toward the synthesis of vinyl methyl sulfones.

Research paper by Xiaofang X Gao, Xiaojun X Pan, Jian J Gao, Huawen H Huang, Gaoqing G Yuan, Yingwei Y Li

Indexed on: 20 Nov '14Published on: 20 Nov '14Published in: Chemical Communications



Abstract

A novel ammonium iodide-induced sulfonylation of alkenes with DMSO and water toward the synthesis of vinyl methyl sulfones is described. The process proceeded smoothly under metal-free conditions with high stereoselectivity and good functional group tolerance. The reaction mechanism was revealed to proceed through a domino reaction of oxidation and elimination after the radical addition to alkenes.