title: Trifluoromethylation of ketones and aldehydes with Bu₃SnCF₃.
abstract: The (trifluoromethyl)stannane reagent, Bu3SnCF3, was found to react under CsF activation with ketones and aldehydes to the corresponding trifluoromethylated stannane ether intermediates at room temperature in high yield. Only a mildly acidic extraction (aqueous NH4Cl) is required to release the corresponding trifluoromethyl alcohol products. The protocol is compatible with acid-sensitive functional groups.
authors.affiliation: Laboratory for Organic Chemistry, ETH Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, Switzerland.
authors.forename: Italo A
authors.initials: IA
authors.lastname: Sanhueza
authors.forename: Karl J
authors.initials: KJ
authors.lastname: Bonney
authors.forename: Mads C
authors.initials: MC
authors.lastname: Nielsen
authors.forename: Franziska
authors.initials: F
authors.lastname: Schoenebeck
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D056831:Coordination Complexes / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D014001:Tin / Q000737:chemistry*
chemical_list: D000438:Alcohols; D000447:Aldehydes; D056831:Coordination Complexes; D007659:Ketones; D014001:Tin