Electrochemical radical arylsulfonylation/semipinacol rearrangement sequences of alkenylcyclobutanols: Synthesis of beta-sulfonated cyclic ketones

Abstract

Electrochemical oxidative radical sulfonylation/semipinacol rearrangement sequences of alkenylcyclobutanols have been developed. The reaction proceeds in an undivided electrochemical cell equipped with platinum plate electrodes employing sodium iodide as a redox catalyst and a supporting electrolyte. This approach is environmentally benign by using shelf-stable arylsulfonyl hydrazides as arylsulfonyl radical precursor and electrons as oxidizing reagents. The present protocol offers a facile way to prepare beta-sulfonated cyclic ketone derivatives. (C) 2019 Elsevier Ltd. All rights reserved.