Organic Letters · 2023 · 16 citations · 34 references
Natural SciencesChemistryOrganic ChemistryCross-coupling ReactionsOxidation ReactionsPhotocatalysisPhotochemical SynthesisPhotochemistryCarbene Transfer ReactionsLigand ExchangeLigand Exchange MechanismsLigand Exchange ReactionsPhotochemical CycloadditionPhotochemical Reductive EliminationTransformationsVisible-light Photocatalysis
Herein, we disclose a visible-light-induced oxy-alkynylation of diazo compounds with ethynylbenziodoxolones. The efficient protocol provides a mild and metal-free methodology to synthesize propargylic esters in moderate to good yields. Notably, this metal-free carbene transfer reaction appears to involve an oxonium ylide intermediate, followed by intramolecular ligand exchange and reductive elimination.
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Iodine(III) Reagents in Radical Chemistry
Xi Wang, Armido Studer · Accounts of Chemical Research · 2017 · 410 citations · Full text