- Ammonium iodide-induced sulfonylation of alkenes with DMSO and water toward the synthesis of vinyl methyl sulfones.
Ammonium iodide-induced sulfonylation of alkenes with DMSO and water toward the synthesis of vinyl methyl sulfones.
Chemical communications (Cambridge, England) (2014-11-20)
Xiaofang Gao, Xiaojun Pan, Jian Gao, Huawen Huang, Gaoqing Yuan, Yingwei Li
PMID25406694
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.
MATERIALS