Photocatalyzed Decarboxylative Addition of N-Substituted Acetic Acids to Aldehydes

J Org Chem. 2023 Feb 3;88(3):1327-1330. doi: 10.1021/acs.joc.2c01843. Epub 2023 Jan 18.

Abstract

Herein, we report a photoredox-catalyzed decarboxylative addition of N-substituted acetic acids to aldehydes to generate secondary alcohols under mild reaction conditions. Protic solvents were found to be critical to the successful implementation of this methodology. This strategy enables the formation of a novel C-C bond between aldehydes and N-substituted acetic acid derivatives of weakly nucleophilic and medicinally relevant heteroaryls such as indoles, pyrroles, indazoles, and azaindoles.