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Rh(III)-Catalyzed Oxidative C–H Activation/Annulation of Salicylaldehydes with Masked Enynes for the Synthesis of Chromones

Bo Li, Jianping Zhu, Zheng Xia, Wenqing Ti, Yue Huang, Hequan Yao

2022The Journal of Organic Chemistry10 citationsDOI

Abstract

A rhodium(III)-catalyzed oxidative C–H activation/annulation of salicylaldehydes with propargylic acetates has been developed for the regioselective synthesis of 3-vinyl chromones in good yields with broad functional group tolerance. 3-Vinyl chromones were converted into biologically active benzo[c]xanthone by I2-mediated oxidative electrocyclization.

Topics & Concepts

ChemistryAnnulationRegioselectivityXanthoneOxidative phosphorylationCatalysisRhodiumOrganic chemistryFunctional groupMedicinal chemistryCombinatorial chemistryBiochemistryPolymerCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsSynthesis of Organic Compounds
Rh(III)-Catalyzed Oxidative C–H Activation/Annulation of Salicylaldehydes with Masked Enynes for the Synthesis of Chromones | Litcius