Harnessing Oxoammonium Salts for Oxidations in Organic Synthesis and Catalysis: Origins and Applications

Abstract

The oxoammonium cation has been identified as the true oxidant intermediate in many aerobic oxidations promoted by long-lived nitroxide radicals. Various oxoammonium salts have been synthesized and utilized to perform these oxidation reactions. In addition to alcohol dehydrogenation and oxidative coupling reactions, new types of reactions involving oxoammonium salts have recently been reported. This concept aims to discuss these oxidations from the perspective of reaction mechanisms, with a focus on progress made since 2019. Beyond the electron transfer route for synthesizing oxoammonium salts, four types of reaction mechanisms are included.