Overcoming Electron-Withdrawing and Product-Inhibition Effects by Organocatalytic Aerobic Oxidation of Alkylpyridines and Related Alkylheteroarenes to Ketones
Hua Wang, Jie Liu, Jian‐Ping Qu, Yan‐Biao Kang
Abstract
An organocatalyzed aerobic benzylic C–H oxidation of alkyl and aryl heterocycles has been developed. This transition metal-free method is able to overcome the electron-withdrawing effect as well as product-inhibition effects in heterobenzylic radical oxidation. A variety of ketones bearing N-heterocyclic groups could be prepared under relatively mild conditions with moderate to high yields.
Topics & Concepts
ChemistryArylPolar effectAlkylProduct (mathematics)Medicinal chemistryOrganic chemistryMathematicsGeometryCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsRadical Photochemical Reactions