Visible-Light-Initiated, Nickel-Catalyzed Aminocarbonylation of Alkynyl Iodides to 2-Ynamides

Despite the value of 2-ynamides as versatile structural motifs, existing aminocarbonylative approaches rely exclusively on Pd catalysis and require relatively harsh conditions. Herein, we disclose a visible-light-initiated, Ni-catalyzed aminocarbonylation of alkynyl iodides that proceeds under low carbon monoxide pressure, providing an earth-abundant catalytic platform for accessing 2-ynamides.

Mechanistic investigations support the light-triggered generation of catalytically active Ni(I) species that initiate a thermally sustained carbonylative Ni(I)/Ni(III) manifold. The method features operational simplicity and a broad substrate scope, accommodating a wide range of alkynyl iodides and amines to afford the corresponding 2-ynamides in good to excellent yields. Technical details A compound list is provided, matching each compound name and number with the corresponding experiment number.