Cobalt(III)-Catalyzed C-6 Alkenylation of 2-Pyridones by Using Terminal Alkyne with High Regioselectivity
Smruti Ranjan Mohanty, Namrata Prusty, Lokesh Kumar Gupta, Pragati Biswal, Ponneri C. Ravikumar
Abstract
Co(III)-catalyzed alkenylation of 2-pyridones by using terminal alkyne as a reaction partner with high regioselectivity has been demonstrated for the first time. The reaction conditions are mild and compatible with a wide range of substrate combinations. It also shows good functional group tolerance. It proceeds through cyclometalation followed by alkyne insertion and protodemetalation steps. The formation of five- and seven-membered cobaltacycle intermediates was also detected through high-resolution mass spectrometry.
Topics & Concepts
AlkyneRegioselectivityChemistryCatalysisSubstrate (aquarium)Functional groupCombinatorial chemistryTerminal (telecommunication)Medicinal chemistryOrganic chemistryTelecommunicationsPolymerComputer scienceOceanographyGeologyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms