Copper-catalyzed photoredox 1,4-amidocyanation of 1,3-enynes with N-amidopyridin-1-ium salts and TMSCN: Facile access to α-amido allenyl nitriles

Abstract

A new 1,4-amidocyanation of 1,3-enynes with N-amidopyridin-1-ium salts and TMSCN using a copper and photoredox synergetic catalysis for producing α-amido allenyl nitriles is developed. Employing N-amidopyridin-1-ium salts as the amidyl radical precursors, the reaction enables the formation of two new bonds, one C(sp3)-N bond and one C(sp2)-C(sp) bond, in a single reaction step. This reaction represents a mild, general route to the construction of the α-amido allenyl nitrile architectures, which characterizes a broad scope, a good functional group compatibility and an excellent selectivity.