title: A novel and convenient protocol for synthesis of alpha-haloacrylates.
abstract: A novel and convenient protocol for synthesis of alpha-haloacrylates starting from phosphonium ylide and aldedyde or alcohol was described. Halodimethylsulfonium halide was used for the first time in halogenation of phosphonium ylide. Good yield as well as a high Z/E ratio were shown in representative cases, and an umpolung dimethyl sulfide-ylide species might be involved as an intermediate.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 354 Fenglin Road, Shanghai 200032, PR China. jiangb@mail.sioc.ac.cn
authors.forename: Biao
authors.initials: B
authors.lastname: Jiang
authors.forename: Ying
authors.initials: Y
authors.lastname: Dou
authors.forename: Xiangya
authors.initials: X
authors.lastname: Xu
authors.forename: Min
authors.initials: M
authors.lastname: Xu
mesh_terms: D000179:Acrylates / Q000138:chemical synthesis* / Q000737:chemistry; D000438:Alcohols / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000179:Acrylates; D000438:Alcohols; D000447:Aldehydes; D000475:Alkenes; D006846:Hydrocarbons, Halogenated