title: Copper-Promoted Trifluoromethanesulfonylation and Trifluoromethylation of Arenediazonium Tetrafluoroborates with NaSO2CF3.
abstract: A tunable chemoselective trifluoromethanesulfonylation and trifluoromethylation of arenediazonium tetrafluoroborates with Langlois' reagent (NaSO2CF3) was developed. The Cu2O-catalyzed reaction in DMSO gave aryl trifluoromethanesulfones as the major products. On the other hand, the trifluoromethylated arenes were produced in the presence of oxidant tert-butyl hydroperoxide, CuBF4(MeCN)4, and 2,2';6',2″-terpyridine (tpy). Both of these transformations proceed under mild conditions and tolerate functional groups.
authors.affiliation: †College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Lu, Shanghai 201620, China.
authors.forename: Ke
authors.initials: K
authors.lastname: Zhang
authors.affiliation: ‡Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
authors.forename: Xiu-Hua
authors.initials: XH
authors.lastname: Xu
authors.affiliation: †College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Lu, Shanghai 201620, China.|‡Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
authors.forename: Feng-Ling
authors.initials: FL
authors.lastname: Qing
mesh_terms: D001881:Borates / Q000737:chemistry*; D002384:Catalysis; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D003979:Diazonium Compounds / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D013431:Sulfates / Q000737:chemistry*
chemical_list: D001881:Borates; D005617:Chlorofluorocarbons, Methane; D003979:Diazonium Compounds; D013431:Sulfates; C012036:sodium sulfate; D003300:Copper; C098759:fluoroboric acid; C009554:fluoroform