title: Generation of β-Halo Vinylsulfones through a Multicomponent Reaction with Insertion of Sulfur Dioxide.
abstract: A four-component reaction of terminal alkynes, aryldiazonium tetrafluoroborates, sulfur dioxide surrogate of DABCO⋅(SO2)2, and potassium halide in the presence of copper(I) chloride (10 mol %) gives rise to β-halo vinylsulfones with good stereoselectivity. The vicinal difunctionalization of alkynes through sulfonylation and halogenation with the insertion of sulfur dioxide works efficiently. A plausible mechanism is proposed, which includes a radical process.
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. China.
authors.forename: Yuanchao
authors.initials: Y
authors.lastname: Xiang
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. China.
authors.forename: Yunyan
authors.initials: Y
authors.lastname: Kuang
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. China.|State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, P. R. China.
authors.forename: Jie
authors.initials: J
authors.lastname: Wu
keywords: alkyne; aryldiazonium tetrafluoroborate; potassium halide; sulfur dioxide; β-halo vinylsulfone