title: The palladium-catalyzed trifluoromethylation of vinyl sulfonates.
abstract: A method for the palladium-catalyzed trifluoromethylation of cyclohexenyl sulfonates has been developed. Various cyclohexenyl triflates and nonaflates underwent trifluoromethylation under mild reaction conditions using a catalyst system composed of Pd(dba)(2) or [(allyl)PdCl](2) and the monodentate biaryl phosphine ligand (t)BuXPhos. The trifluoromethyl anion (CF(3)(-)) or its equivalent for the process was generated in situ from TMSCF(3) in combination with KF or TESCF(3) in combination with RbF.
authors: Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA.
authors: Eun Jin
authors: EJ
authors: Cho
authors: Stephen L
authors: SL
authors: Buchwald
mesh_terms: D000476:Alkanesulfonates / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D053138:Cyclohexenes / Q000138:chemical synthesis* / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry
chemical_list: D000476:Alkanesulfonates; D053138:Cyclohexenes; D006845:Hydrocarbons, Fluorinated; D010720:Phosphines; D010165:Palladium; C044646:phosphine