Electrochemically Oxidative α-C–H Functionalization of Ketones: A Cascade Synthesis of α-Amino Ketones Mediated by NH₄I

Abstract

An efficient electrochemical protocol for the synthesis of α-amino ketones via the oxidative cross-dehydrogenative coupling of ketones and secondary amines has been developed. The electrochemistry performs in a simple undivided cell using NH₄I as a redox catalyst and a cheap graphite plate as electrodes under constant current conditions. Gram-scale reaction demonstrates the practicality of the protocol. The reaction is proposed to procced through an initial α-iodination of ketone, followed by a nucleophilic substitution of amines.