title: Iron-catalyzed trifluoromethylation of enamide.
abstract: Herein the first example of the iron(II)-catalyzed trifluoromethylation of enamide using mild and simple reaction conditions is reported. The method is cost-effective and uses the easy-to-handle Togni's reagent as the electrophilic CF3 source. This transformation is totally regioselective at the C3 position of enamides and exhibits broad substrate scope, good functional group tolerance and thus demonstrates its useful application in a late-stage fluorination strategy.
authors.affiliation: Institut de Chimie Organique et Analytique, UMR 7311 CNRS, Université d'Orléans, rue de Chartres, 45067 Orléans Cedex 2 (France).
authors.forename: Romain
authors.initials: R
authors.lastname: Rey-Rodriguez
authors.forename: Pascal
authors.initials: P
authors.lastname: Retailleau
authors.forename: Pascal
authors.initials: P
authors.lastname: Bonnet
authors.forename: Isabelle
authors.initials: I
authors.lastname: Gillaizeau
mesh_terms: D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure
chemical_list: D000577:Amides; D006845:Hydrocarbons, Fluorinated; D007501:Iron
keywords: CH functionalization; Togni’s reagent; iron-catalyzed reactions; synthetic methods; trifluoromethylation