Title: Cathode Material Determines Product Selectivity for Electrochemical C–H Functionalization of Biaryl Ketoximes

Authors: Huai-Bo Zhao, Pin Xu, Jinshuai Song, Hai-Chao Xu

Abstract:

The synthesis of polycyclic N‐heteroaromatic compounds and their corresponding N‐oxides has been developed through electrochemical C–H functionalization of biaryl ketoximes. The oxime substrates undergo dehydrogenative cyclization when a Pt cathode is used, resulting in an unprecedented access to a wide range of N‐heteroaromatic N‐oxides. The products of the electrosynthesis are switched to the deoxygenated N‐heteroaromatics by employing a Pb cathode via sequential anode‐promoted dehydrogenative cyclization and cathodic cleavage of the N–O bond in the initially formed N‐oxide.

Full-link: https://onlinelibrary.wiley.com/doi/10.1002/anie.201809679