ChemPhotoChem · 2020 · 13 citations · 48 references
Natural SciencesChemistryGreen ChemistryNatural Product BiosynthesisOrganic ChemistryDisulfide Bond FormationOxidation ReactionsPhotocatalysisPhotochemical SynthesisPhotochemistryMild Reaction ConditionsMultistep SynthesisOxidationOxidative CouplingOxidative Coupling ReactionsOxidative Cross-couplingPhotoredox CatalysisPhotoredox Functionalization
Abstract A single‐step visible light mediated synthesis of β‐hydroxydithioacetals via oxidative coupling of terminal alkynes with thiophenol is reported. Compared to other multistep strategies, this work presents a rare tandem introduction of disulfides and a hydroxy group at the β‐position in one pot. The reaction is enabled by aerial oxidation, features high efficiency and mild conditions, and is extendable to both aliphatic and aromatic alkynes.
48
Photoredox Catalysis in Organic Chemistry
Megan H. Shaw, Jack Twilton, David W. C. MacMillan · The Journal of Organic Chemistry · 2016 · 3.1K citations · Full text