title: Ammonium iodide-induced sulfonylation of alkenes with DMSO and water toward the synthesis of vinyl methyl sulfones.
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.
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. China. gqyuan@scut.edu.cn liyw@scut.edu.cn.
authors.forename: Xiaofang
authors.initials: X
authors.lastname: Gao
authors.forename: Xiaojun
authors.initials: X
authors.lastname: Pan
authors.forename: Jian
authors.initials: J
authors.lastname: Gao
authors.forename: Huawen
authors.initials: H
authors.lastname: Huang
authors.forename: Gaoqing
authors.initials: G
authors.lastname: Yuan
authors.forename: Yingwei
authors.initials: Y
authors.lastname: Li
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D064751:Ammonium Compounds; D002384:Catalysis; D004121:Dimethyl Sulfoxide / Q000737:chemistry*; D010084:Oxidation-Reduction; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D000475:Alkenes; D064751:Ammonium Compounds; D000644:Quaternary Ammonium Compounds; D013450:Sulfones; D014867:Water; C060916:methyl vinyl sulfone; C025910:dimethyl sulfone; C582942:ammonium iodide; D004121:Dimethyl Sulfoxide