title: A regio- and stereoselective entry to (Z)-β-halo alkenyl sulfides and their applications to access stereodefined trisubstituted alkenes.
abstract: A mild and efficient preparation of (Z)-β-halo alkenyl sulfides via the K2CO3-promoted hydrothiolation of haloalkynes has been realized, producing (Z)-β-bromo and (Z)-β-chloro vinylic sulfides in high yields with excellent regio- and stereoselectivity. This approach covers a variety of substrates, including both aryl and alkyl haloalkynes. Meaningfully, it allows a facile access to stereodefined (Z)- or (E)-trisubstituted olefins featuring the iterative cross-coupling of carbon-halide and carbon-sulfur bonds of β-halo alkenyl sulfides.
authors.affiliation: Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, China. gangguo@zjnu.cn.
authors.forename: Ge
authors.initials: G
authors.lastname: Liu
authors.forename: Lichun
authors.initials: L
authors.lastname: Kong
authors.forename: Ji
authors.initials: J
authors.lastname: Shen
authors.forename: Gangguo
authors.initials: G
authors.lastname: Zhu
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011188:Potassium / Q000737:chemistry; D013237:Stereoisomerism; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000475:Alkenes; D002254:Carbonates; D006846:Hydrocarbons, Halogenated; D013440:Sulfides; C037593:potassium carbonate; D011188:Potassium