Chemoselective Decarboxylative Oxygenation of Carboxylic Acids To Access Ketones, Aldehydes, and Peroxides

Org Lett. 2023 Apr 14;25(14):2482-2486. doi: 10.1021/acs.orglett.3c00649. Epub 2023 Apr 4.

Abstract

Reported here is a photocatalytic strategy for the chemoselective decarboxylative oxygenation of carboxylic acids using Ce(III) catalysts and O2 as the oxidant. By simply changing the base employed, we demonstrate that the selectivity of the reaction can be channeled to favor hydroperoxides or carbonyls, with each class of products obtained in good to excellent yields and high selectivity. Notably, valuable ketones, aldehydes, and peroxides are produced directly from readily available carboxylic acid without additional steps.