title: Trifluoromethylation of Arylsilanes with [(phen)CuCF3 ].
abstract: A method for the trifluoromethylation of arylsilanes is reported. The reaction proceeds with [(phen)CuCF3 ] as the CF3  source under mild, oxidative conditions with high functional-group compatibility. This transformation complements prior trifluoromethylation of arenes in several ways. Most important, this method converts arylsilanes formed by the silylation of aryl C-H bonds to trifluoromethylarenes, thereby allowing the conversion of arenes to trifluoromethylarenes. The unique capabilities of the reported method are demonstrated by the conversion of a C-H bond into a C-CF3 bond in active pharmaceutical ingredients which do not undergo this overall transformation by alternative functionalization processes, including a combination of borylation and trifluoromethylation.
authors.affiliation: Department of Chemistry, University of California, Berkeley, Berkeley, CA, 94720, USA.
authors.forename: Johannes
authors.initials: J
authors.lastname: Morstein
authors.affiliation: Department of Chemistry, University of California, Berkeley, Berkeley, CA, 94720, USA.
authors.forename: Haiyun
authors.initials: H
authors.lastname: Hou
authors.affiliation: Department of Chemistry, University of California, Berkeley, Berkeley, CA, 94720, USA.
authors.forename: Chen
authors.initials: C
authors.lastname: Cheng
authors.affiliation: Department of Chemistry, University of California, Berkeley, Berkeley, CA, 94720, USA. jhartwig@berkeley.edu.
authors.forename: John F
authors.initials: JF
authors.lastname: Hartwig
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D054879:Halogenation; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis / Q000737:chemistry*; D008745:Methylation; D010084:Oxidation-Reduction; D012821:Silanes / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D006841:Hydrocarbons, Aromatic; D006845:Hydrocarbons, Fluorinated; D012821:Silanes; D003300:Copper
keywords: arenes; copper; cross-coupling; fluorine; silanes