Radical hydrotrifluoromethylation of ynamides: a route toward β-CF3 enamides

Abstract

We report here a radical hydrotrifluoromethylation of ynamides to provide an alternative route toward β-CF₃ enamides. By using PhICF₃Cl as the CF₃ reagent and DMF as the H-donor, the reaction occurred smoothly in the presence of NaH at room temperature. Further reduction of the resulting β-CF₃ enamides efficiently delivered β-CF₃ amines. Gram-scale synthesis was conducted to demonstrate the practicability of the method.