Organophotoredox-Catalyzed Arylation and Aryl Sulfonylation of Morita–Baylis–Hillman Acetates with Diaryliodonium Reagents

Abstract

We report an organophotoredox-catalyzed stereoselective allylic arylation of MBH acetates with a palette of diaryliodonium triflates (DAIRs) to provide the corresponding trisubstituted alkenes in moderate to good yields. The method could be extended to three-component coupling involving 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) as a sulfur dioxide surrogate for the synthesis of biologically relevant allylic sulfones. Both of these reactions were carried out under mild conditions featuring broad scope, robustness, and appreciable functional group tolerance.

Topics & Concepts