Construction of Functionalized 2<i>H</i>-Pyran-2-ones via N-Heterocyclic Carbene-Catalyzed [3 + 3] Annulation of Alkynyl Esters with Enolizable Ketones
Liang Zheng, Jibin Li, Lei Wang, Zexuan Wei, Jiahui Huang, Xinrui Wang, Ding Du
Abstract
-pyran-2-ones has been developed through N-heterocyclic carbene-catalyzed formal [3 + 3] annulation of alkynyl esters with enolizable ketones. The key to the success of this protocol relies on the use of an NHC instead of a tertiary amine as the catalyst. This protocol also features a broad substrate scope and mild metal-free conditions, offering simple and rapid access to the target molecules in a highly regioselective manner.
Topics & Concepts
AnnulationCarbeneRegioselectivityCatalysisChemistryPyranAmine gas treatingSubstrate (aquarium)Combinatorial chemistryOrganic chemistryStereochemistryBiologyEcologyN-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry MethodsCatalytic C–H Functionalization Methods