Sulfur‐Catalyzed Oxidative Condensation of Aryl Alkyl Ketones with <i>o</i>‐Phenylenediamines: Access to Quinoxalines
Le Anh Nguyen, Thi Thu Tram Nguyen, Thi Thu Tram Nguyen, Quoc Anh Ngo, Thanh Binh Nguyen, Thanh Binh Nguyen
Abstract
Abstract While elemental sulfur has been largely used as oxidant or sulfurating agent, its role as a catalyst has not been developed. We report here its catalytic activity in the oxidative condensation of o ‐phenylenediamines with acetophenones in DMSO to provide quinoxalines. The method was also extended to α‐tetralones, propiophenones (R=Me) as well as higher homologues (R=Et, n ‐Pr) in place of acetophenones, leading to a wide range of naphthoquinoxalines and 3‐substituted 2‐arylquinoxalines. magnified image
Topics & Concepts
ChemistryCatalysisAlkylArylSulfurCondensationOxidative phosphorylationOrganic chemistryTetralonesMedicinal chemistryPhysicsThermodynamicsBiochemistrySynthesis and Biological EvaluationSulfur-Based Synthesis TechniquesQuinazolinone synthesis and applications