IC2MP UMR CNRS 7285, Equipe “Synthèse Organique”, Université de Poitiers, 4 rue Michel, Brunet, 86073 Poitiers cedex 9 France
Abstract:
Under superacid conditions, aromatic amines are directly and regioselectively 1,1-difluoroethylated. Low temperature in situ NMR studies confirmed the presence of benzylic α-fluoronium and α-chloronium ions as key intermediates in the reaction. This method has a wide substrate scope and can be applied to the late-stage functionalization of natural alkaloids and active pharmaceutical ingredients.