N-Trifluoromethylation of Nitrosoarenes with Sodium Triflinate

Abstract

A highly efficient N-trifluoromethylation of nitrosoarenes is reported. The inexpensive and convenient Langlois reagent (sodium triflinate) is employed as a CF₃-radical source in combination with a copper catalyst and an oxidant. N-Trifluoromethylated hydroxylamines are obtained in high yields within 1 h at room temperature. The addition of hydroquinone was found to be instrumental to prevent the formation of side products. The method is high-yielding, is scalable, and displays a high functional group tolerance.