Journal of the American Chemical Society · 2018 · 226 citations · 50 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganometallic ChemistrySynthetic Medicinal ChemistryCatalytic MechanismsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisPhotocatalysisPhotochemistryAlkyne FunctionalizationAromatic HeterocyclesCobalt CatalysisElectron TransferEnergy TransferIsomerization CatalysisOne-pot DeprotectionPhotocatalytic Heterocycle Synthesis
via an iridium/cobalt dual catalysis. Such transformations provide access to various pharmaceutically important heterocycles in a one-pot procedure from readily available alkynes. Coumarins, 2-quinolones, and 2-benzoxepinones were directly accessed through a one-pot alkyne hydrocarboxylation/alkene isomerization/cyclization sequence in which the Ir photocatalyst serves a dual role to promote single-electron transfer in alkyne hydrocarboxylation and energy transfer in the subsequent alkene isomerization. Moreover, an unprecedented cobalt carboxylation/acyl migration cascade enables alkyne difunctionalization to introduce γ-hydroxybutenolides with high efficiency. We expect that this cascade strategy will inspire new perspectives for alkyne and alkene difunctionalization.
50
Visible‐Light Photoredox Catalysis
Jun Xuan, Wen‐Jing Xiao · Angewandte Chemie International Edition · 2012 · 2.2K citations