Aerobic Acylarylation of α,β-Unsaturated Amides with Aldehydes
Promita Biswas, Subhasis Mandal, Joyram Guin
Abstract
) is capable of promoting oxidative radical acylarylation of olefins with aliphatic aldehydes to afford acylated oxindoles in good yield (up to 97%). The key aspect of the process is the utilization of aldehyde auto-oxidation in developing aerobic radical olefin acylarylation. Kinetic studies confirm a lag phase for the reaction. Synthetic utility of the method is apparent via the preparation of biologically potent spirocyclic oxindoles and tetrahydrofuranoindolines.
Topics & Concepts
ChemistryYield (engineering)AldehydeOlefin fiberMolecular oxygenOrganic chemistryOxygenOxidative phosphorylationCatalysisBiochemistryMaterials scienceMetallurgyOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions