Redox-Neutral Ruthenium(II)-Catalyzed Enol-Directed Arene C–H Alkylation with Maleimides
Sudeshna Mondal, Ratnadeep Bera, Deepan Chowdhury, Suman Dana, Mahiuddin Baidya
Abstract
An enol-assisted regioselective arene C-H alkylation with maleimides is developed under redox-neutral ruthenium(II) catalysis, offering a wide variety of valuable 3-aryl succinimides including amino acid embedded frameworks in good to excellent yields. The products were also aromatized to produce synthetically useful resorcinol-based biaryls. Mechanistic studies support an organometallic pathway with a reversible C-H metalation step for this reaction.
Topics & Concepts
ChemistryRutheniumMetalationAlkylationRegioselectivityEnolCatalysisResorcinolRedoxCombinatorial chemistryArylOrganic chemistryAlkylCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions