Electrochemical Synthesis of Carbazoles by Dehydrogenative Coupling Reaction

Chemistry. 2020 Dec 4;26(68):15847-15851. doi: 10.1002/chem.202003430. Epub 2020 Oct 29.

Abstract

A constant current protocol, employing undivided cells, a remarkably low supporting electrolyte concentration, inexpensive electrode materials, and a straightforward precursor synthesis enabling a novel access to N-protected carbazoles by anodic N,C bond formation using directly generated amidyl radicals is reported. Scalability of the reaction is demonstrated and an easy deblocking of the benzoyl protecting group is presented.

Keywords: N,C coupling; carbazoles; electrochemistry; green chemistry; heterocyclic chemistry.