Two-step synthesis of vicinal trifluoromethyl primary amines from α-(trifluoromethyl)styrenes and phthalimide

Abstract

A novel two-step synthesis of β-trifluoromethyl primary amines from readily available α-(trifluoromethyl)styrenes and phthalimide is developed. The first step involves a hydroamination between α-(trifluoromethyl)styrenes and phthalimide (PhthNH) with the assistance of a base. Next, the hydrazinolysis of the resulting N-(β-trifluoromethyl-β-arylethyl)phthalimides with hydrazine hydrate affords the desired N-(β-trifluoromethyl-β-arylethyl)amines.