title: Copper-catalyzed intermolecular trifluoromethylarylation of alkenes: mutual activation of arylboronic acid and CF3+ reagent.
abstract: A novel copper-catalyzed intermolecular trifluoromethylarylation of alkenes is developed using less active ether-type Togni's reagent under mild reaction conditions. Various alkenes and diverse arylboronic acids are compatible with these conditions. Preliminary mechanistic studies reveal that a mutual activation process between arylboronic acid and CF3(+) reagent is essential. In addition, the reaction might involve a rate-determining transmetalation, and the final aryl C-C bond is derived from reductive elimination of the aryl(alkyl)Cu(III) intermediate.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai, China , 200032.
authors.forename: Fei
authors.initials: F
authors.lastname: Wang
authors.forename: Dinghai
authors.initials: D
authors.lastname: Wang
authors.forename: Xin
authors.initials: X
authors.lastname: Mu
authors.forename: Pinhong
authors.initials: P
authors.lastname: Chen
authors.forename: Guosheng
authors.initials: G
authors.lastname: Liu
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D001897:Boronic Acids; D005617:Chlorofluorocarbons, Methane; D006844:Hydrocarbons, Cyclic; D003300:Copper; C009554:fluoroform