Cobalt-Catalyzed Deaminative Amino- and Alkoxycarbonylation of Aryl Trialkylammonium Salts Promoted by Visible Light
Catalytic carbonylations of aryl electrophiles via C(sp2)−N cleavage remains a significant challenge. Herein, we demonstrate an aminocarbonylation of aniline-derived trialkylammonium salts promoted by visible light with a simple cobalt catalyst. The reaction proceeds under mild conditions suitable for late-stage functionalization and is amenable to telescoped carbonylations directly from anilines. A range of alkylamines are successful partners, and alkoxycarbonylation is also demonstrated. Mechanistic studies and DFT calculations support a novel mechanism for catalytic carbonylations of aryl electrophiles involving a key visible light-induced carbonyl photodissociation.
Veatch, A. M., Liu, S., & Alexanian, E. J. (2022). Cobalt‐catalyzed Deaminative amino‐ and alkoxycarbonylation of aryl trialkylammonium salts promoted by Visible Light. Angewandte Chemie, 134(50). https://doi.org/10.1002/ange.202210772