title: Trifluoromethanesulfonyl hypervalent iodonium ylide for copper-catalyzed trifluoromethylthiolation of enamines, indoles, and β-keto esters.
abstract: A novel electrophilic-type trifluoromethylthiolation reagent, a trifluoromethanesulfonyl hypervalent iodonium ylide, was designed and reacted well with various nucleophiles to afford the desired CF3S-substituted products. In situ reduction of the trifluoromethanesulfonyl group to give the trifluoromethylthio group, which is the key step in this process, was realized in the presence of copper(I) chloride.
authors.affiliation: Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
authors.forename: Yu-Dong
authors.initials: YD
authors.lastname: Yang
authors.forename: Ayaka
authors.initials: A
authors.lastname: Azuma
authors.forename: Etsuko
authors.initials: E
authors.lastname: Tokunaga
authors.forename: Mikio
authors.initials: M
authors.lastname: Yamasaki
authors.forename: Motoo
authors.initials: M
authors.lastname: Shiro
authors.forename: Norio
authors.initials: N
authors.lastname: Shibata
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D009861:Onium Compounds / Q000737:chemistry; D010084:Oxidation-Reduction; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D000588:Amines; D004952:Esters; D006845:Hydrocarbons, Fluorinated; D007211:Indoles; D007659:Ketones; D009861:Onium Compounds; D013438:Sulfhydryl Compounds; D003300:Copper