Reductive Radical Conjugate Addition of Alkyl Electrophiles Catalyzed by a Cobalt/Iridium Photoredox System
Randolph Escobar, Jeffrey W. Johannes
Abstract
Alkyl and aryl halides have been studied extensively as radical precursors; however, mild and less toxic conditions for the activation of alkyl bromides toward alkyl radicals are still desirable. Reported here is a reductive radical conjugate addition that allows for the formation of alkyl radicals via activation of alkyl bromides through cobalt/iridium catalysis. The developed conditions are emphasized in the broad substrate scope presented, including benzylic halides and halides containing free alcohols, silanes, and chlorides.
Topics & Concepts
ChemistryAlkylHalideIridiumElectrophileCatalysisBeta-Hydride eliminationRadicalCobaltArylConjugatePhotoredox catalysisPhotochemistrySilanesMedicinal chemistryOrganic chemistryPhotocatalysisSilaneMathematical analysisMathematicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsFluorine in Organic Chemistry