Copper-Promoted Intramolecular Aminotrifluoromethylation of Alkenes with Langlois Reagent as the Trifluoromethyl Source

Abstract

A novel approach for copper-promoted intramolecular aminotrifluoromethylation of alkenes using inexpensive CF₃SO₂Na as the trifluoromethyl source is described. The feature of this method is the concurrent construction of a five-membered ring and a C–CF₃ bond in the simple copper salt/TBHP system. A gram-scale reaction was tested with a slight decrease in the yield. This protocol provides an operationally simple, step-economical and synthetically useful access to a variety of trifluoromethyl indolines, pyrrolidines and lactams.