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

Renpeng Guan, Guan-Hong Chen, Elliot L. Bennett, Zhiliang Huang, Jianliang Xiao

2023Organic Letters40 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide Reported here is a photocatalytic strategy for the chemoselective decarboxylative oxygenation of carboxylic acids using Ce(III) catalysts and O 2 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.

Topics & Concepts

ChemistrySelectivityCarboxylic acidCatalysisChemoselectivityOxygenationAldehydeOrganic chemistryDecarboxylationCombinatorial chemistryBiologyEcologyOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions
Chemoselective Decarboxylative Oxygenation of Carboxylic Acids To Access Ketones, Aldehydes, and Peroxides | Litcius