title: NHC-catalyzed oxidative cyclization reactions of 2-alkynylbenzaldehydes under aerobic conditions: synthesis of O-heterocycles.
abstract: An NHC-catalyzed, regio- and stereoselective oxidative cyclization of o-alkynylbenzaldehydes bearing an unactivated alkyne moiety as an internal electrophile has been developed to afford phthalides and isocoumarins. A single organocatalytic system enabled two sequential C-O bond formations to take place in an atom economical manner via highly efficient dual activation. Molecular oxygen in air could be utilized as a source of an oxygen atom for the oxidation of aldehydes to the corresponding benzoic acids under our newly developed reagent system.
authors: Department of Chemistry and Research Institute for Natural Sciences, Hanyang University, Seoul 133-791, Korea.
authors: Jong Hyub
authors: JH
authors: Park
authors: Sachin V
authors: SV
authors: Bhilare
authors: So Won
authors: SW
authors: Youn
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001547:Benzaldehydes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis*; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: D000480:Alkynes; D001547:Benzaldehydes; D006574:Heterocyclic Compounds, 2-Ring