Organophotoredox‐Catalyzed Cascade Radical Annulation of 2‐(Allyloxy)arylaldehydes with <i>N</i>‐(acyloxy)phthalimides: Towards Alkylated Chroman‐4‐one Derivatives
Sanju Das, Sushanta Kumar Parida, Tanumoy Mandal, Laxmikanta Sing, Suman De Sarkar, Sandip Murarka
Abstract
An organophotoredox catalyzed efficient and robust approach for the synthesis of highly important 3-alkyl substituted chroman-4-one scaffold is developed using visible light induced radical cascade cyclization strategy. The reaction is initiated through the generation of alkyl radicals from N-(acyloxy)phthalimides under photoredox conditions, which subsequently undergo intermolecular cascade radical cyclization on 2-(allyloxy)arylaldehydes to afford chroman-4-one scaffolds. The presented strategy is attractive with regard to mild reaction conditions, operational simplicity, high functional group tolerance and broad substrate scope.
Topics & Concepts
ChemistryAnnulationPhthalimidesCatalysisCascadeRadical cyclizationRadicalAlkylationPhotoredox catalysisCombinatorial chemistryAlkylCascade reactionOrganic chemistryPhthalimidePhotocatalysisChromatographyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques