Nickel Catalyzed Carbonylation/Carboxylation Sequence via Double CO2 Incorporation

Org Lett. 2023 Sep 29;25(38):6969-6974. doi: 10.1021/acs.orglett.3c02394. Epub 2023 Sep 5.

Abstract

A carbonylation-carboxylation synthetic sequence, via double CO2 fixation, is described. The productive merger of a Ni-catalyzed cross-electrophile coupling manifold, with the use of AlCl3, triggered a cascade reaction with the formation of three consecutive C-C bonds in a single operation. This strategy traces an unprecedented synthetic route to ketones under Lewis acid assisted carbon dioxide valorization. Computational insights revealed a unique double function of AlCl3, and labeling (13CO2) experiments validate the genuine incorporation of CO2 in both functional groups.