Electrochemical Radical Selenylation/1,2-Carbon Migration and Dowd Beckwith-Type Ring-Expansion Sequences of Alkenylcyclobutanols

Abstract

Electrochemical oxidative radical selenylation/ 1,2 -carbon migration and Dowd-Beckwith-type ring-expansion sequences of alkenylcyclobutanols were developed in this study. This approach is environmentally benign and uses shelf-stable diselenides as selenium radical precursors and electrons as oxidizing reagents. The present protocol offers a facile way to prepare beta-selenated cyclic ketone derivatives. Under Dowd-Beckwith-type rearrangement, it can afford the corresponding one-carbon ring-expanded ketones.