Organic Letters · 2022 · 53 citations · 54 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryOrganometallic ChemistryLate-stage FunctionalizationOxidation ReactionsPhotocatalysisPhotochemical SynthesisPhotochemistryRadical ReactionsFormation Of Complex Organic MoleculesFunctional Group ToleranceLate-stage Functionalization Via Cross-couplingPhotocatalytic SynthesisPhotochemical FunctionalizationSubstrate ScopeSubstrate Scope ExpansionVisible-light Photocatalysis
In this report, we identify xanthate salts as a unique class of visible-light-excitable alkyl radical precursors that act simultaneously as strong photoreductants and alkyl radical sources. Upon direct photoexcitation of xanthate anions, efficient deoxygenative alkenylation and alkylation of a wide range of primary, secondary, and tertiary alcohols have been achieved via a one-pot protocol, avoiding any photocatalysts. This method exhibits a broad substrate scope and good functional group tolerance, enabling late-stage functionalization of complex molecules.
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Metallaphotoredox-enabled deoxygenative arylation of alcohols
Zhe Dong, David W. C. MacMillan · Nature · 2021 · 423 citations · Full text
Christopher C. Nawrat, Christopher R. Jamison, Yuriy Slutskyy et al. · Journal of the American Chemical Society · 2015 · 404 citations