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Oxoammonium-Catalyzed Oxidation of <i>N</i> -Substituted Amines

Jonas Rein, Bartosz Górski, Yukun Cheng, Zhen Lei, Frédéric G. Buono, Song Lin

2024Journal of the American Chemical Society13 citationsDOIOpen Access PDF

Abstract

We report the development of oxoammonium-catalyzed oxidation of N -substituted amines via a hydride transfer mechanism. Steric and electronic tuning of catalyst led to complementary sets of conditions that can oxidize a broad scope of carbamates, sulfonamides, ureas, and amides into the corresponding imides. The reaction was further demonstrated on a 100-g scale using a continuous flow setup.

Topics & Concepts

ChemistryCatalysisMedicinal chemistryOrganic chemistryCombinatorial chemistryOxidative Organic Chemistry ReactionsSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods