Radical Cation Salts: From Single-Electron Oxidation to C–H Activation­

Abstract

This short review describes the work performed by my group on reactions initiated by radical cation salts. In our early studies, transformations based on single-electron oxidations induced by radical cation salts were investigated. More recently, we focused on aerobic oxidations of C–H bonds promoted by radical cation salts. In this work, we elucidate the mechanism, determine the scope, and discuss the potential future applications of radical cation salts in efficient transformations of C–H bonds. 1 Introduction 2 Widely Used Radical Cation Salts 3 Single-Electron Oxidation Induced by Radical Cation Salts 3.1 General Mechanism 3.2 Oxidation of Alkenes 3.3 Oxidation of <i>N</i>-Vinylamines and <i>N</i>-Vinylamides 3.4 Oxidation of Vinyl Ethers 3.5 Oxidation of Imines 4 C–H Activation Induced by Radical Cation Salts 4.1 Oxidation of Glycine Derivatives 4.2 Oxidation of <i>N</i>-Benzylanilines 4.3 Oxidation of 1,4-Dihydropyridines 5 Outlook