Copper‐Mediated C−H Chalcogenation of Heterocycles: Application to the Synthesis of Chalcogenoxanthones
Yunhao Zhou, Yue Xu, Tao Zheng, Dongliang Huang, Jianyang Chen, Yongchang Wu, Ruhuai Mei, Wenbo Ma
Abstract
Abstract A copper‐mediated C( sp 2 )−H chalcogenation of heterocycles with readily available dichalcogenide, benzeneselenol and thiol is described. This protocol demonstrates scalability, good chemo‐ and regio‐selectivity, as well as broad functional group tolerance, which overall provides an accessible method to valuable aryl chalcogenides. The chalcogenated picolinamide products could be further transformed into selenoxanthones and thioxanthone scaffolds through intramolecular cyclization via a semi‐one pot process.
Topics & Concepts
ChemistryIntramolecular forceCombinatorial chemistryFunctional groupThioxanthoneArylSelectivityCopperStereochemistryOrganic chemistryCatalysisAlkylPolymerPolymerizationPhotopolymerOrganoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods