Electrochemical Radical δ-H Sulfonylation Reaction for the Synthesis of 4-((Aryl,Arylsul fonyl)methylene)-2,5-Cyclohexadiene Derivatives

J Org Chem. 2021 Aug 6;86(15):10568-10579. doi: 10.1021/acs.joc.1c01213. Epub 2021 Jul 22.

Abstract

A novel and efficient electrochemical radical δ-H sulfonylation reaction of para-quinone methides (p-QMs) and sodium sulfinates has been achieved under common laboratory conditions. In this strategy, a new C(sp2)-S bond was constructed for the synthesis of 4-((aryl,arylsulfonyl)methylene)-2,5-cyclohexadiene derivatives with a broad substrate scope, good functional group tolerance, and mild conditions. Further studies showed that the reaction had an excellent regional selectivity.