Palladium-Catalyzed Domino Reaction for the Assembly of Norbornane-Containing Chromones with Dimethyl Squarate as the Solid C1 Source
Fei Li, Huimin Li, Ren-Feng Xiu, Jin-Ke Zhang, Bao‐Dong Cui, Nan‐Wei Wan, Yong‐Zheng Chen, Wen‐Yong Han
Abstract
Reported herein is a novel palladium-catalyzed [2 + 2 + 1] domino annulation of 3-iodochromones, bridged olefins, and dimethyl squarate allowing the construction of chromone-containing polycyclic compounds in good to high yields. Importantly, dimethyl squarate is first employed as the solid C1 source in organic synthesis. Gram-scale experiments, late-stage modification of natural products, as well as transformations of products show potential for further synthetic elaborations.
Topics & Concepts
ChemistryDominoNorbornaneChromonePalladiumCatalysisAnnulationOrganic chemistryMoietyCombinatorial chemistrySynthesis of Organic CompoundsChemical Synthesis and AnalysisCatalytic C–H Functionalization Methods