Organic Letters · 2021 · 60 citations · 41 references
Natural SciencesChemistryBiocatalysisCatalysisOrganometallic ChemistryDiversity-oriented SynthesisHeterocycle SynthesisPhotocatalysisPhotochemistryRadical ReactionsReaction MechanismsChemo-selectivityFunctional Group ToleranceNickel CatalysisPhotochemical FunctionalizationPhotoredox CatalysisPhotoredox FunctionalizationRedox ConditionsSubstrate Scope
A radical-mediated three-component 1,4-sulfonylarylation of 1,3-enynes with aryl iodides and sulfinate salts using cooperative photoredox/nickel catalysis is described. This protocol enables the synthesis of tetrasubstituted sulfonyl-containing allenes under redox-neutral conditions and provides a versatile 1,3-enyne 1,4-difunctionalization platform for the synthesis of a diverse range of tetrasubstituted allenes with high chemo- and regioselectivities, excellent functional group tolerance, and a broad substrate scope.
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