Fluorotrifluoromethylation of Alkenes Mediated by a Hypervalent Trifluoromethyl-Iodine(III) Reagent.

Abstract

Herein, we present a novel strategy for synthesizing polyfluorinated compounds by the fluorotrifluoromethylation of olefins, which was achieved through a new trifluoromethyl-iodine(III) reagent TFNI-1. TFNI-1 was readily synthesized via a three-step process, and its structure was characterized by NMR spectroscopy and X-ray crystallography. It is shown by radical trapping and radical clock experiments that the reaction involves the CF3 radical intermediate.