Synthesis of N -CF 3 Alkynamides and Derivatives Enabled by Ni-Catalyzed Alkynylation of N -CF 3 Carbamoyl Fluorides.

The expansion of chemical space associated with ubiquitous motifs is key to unleash new properties and functions. In this context, alkynamides, prevalent in numerous drugs and materials, represent an untapped resource. We herein report the first synthetic access to N -trifluoromethyl alkynamides. Our strategy relies on a mild and operationally simple Ni-catalyzed coupling of N -CF ₃ carbamoyl fluorides with alkynyl silanes. The synthesized N -CF ₃ alkynamides proved to be highly robust and readily functioned as a platform to unlock access to valuable derivatives, such as N -CF ₃ decorated alkenyl amides, oxindoles, or quinolones, all of which were inaccessible to date.