Metal-free SHN cross-coupling of pyridines with phosphine chalcogenides: polarization/deprotonation/oxidation effects of electron-deficient acetylenes
Pavel А. Volkov, Anton A. Telezhkin, Kseniya O. Khrapova, Nina I. Ivanova, Alexander I. Albanov, Nina K. Gusarova, Б. А. Трофимов
Abstract
Terminal acylacetylenes act as trimodal auxiliaries in SHN cross-coupling of pyridines with phosphine chalcogenides. The reaction proceeds <italic>via</italic> phosphorylation of the pyridine 2 position followed by 2 → 4-migration of phosphoryl moieties.
Topics & Concepts
ChemistryPhosphineDeprotonationPyridineMetalPolarization (electrochemistry)Coupling reactionCoupling (piping)PhotochemistryStereochemistryMedicinal chemistryOrganic chemistryCatalysisPhysical chemistryEngineeringIonMechanical engineeringSulfur-Based Synthesis TechniquesOrganophosphorus compounds synthesisCatalytic C–H Functionalization Methods