Access to Thienopyridine and Thienoquinoline Derivatives via Site-Selective C–H Bond Functionalization and Annulation
Runfa He, Yang Liu, Yingqi Feng, Lu Chen, Yubing Huang, Feng Xie, Yibiao Li
Abstract
To develop of an effective synthetic methodology for biologically relevant thienopyridines, a concise and efficient protocol is described for the synthesis of a series of substituted thienopyridine and thienoquinoline derivatives with high selectivity using EtOCS2K as the sulfur source. The reaction proceeds via metal-free, site-selective C–H bond thiolation and cyclization of the alkynylpyridine and alkynylquinoline substrates.
Topics & Concepts
ChemistryAnnulationThienopyridineCombinatorial chemistrySurface modificationSelectivitySulfurTriple bondStereochemistryDouble bondOrganic chemistryCatalysisPhysical chemistryAspirinClopidogrelBiochemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions