Visible-Light-Mediated Synthesis of Substituted Phenazine and Phenoxazinone Using Eosin Y as a Photoredox Catalyst
Ashish Kumar Dhara, Sayantan Maity, Basab Bijayi Dhar
Abstract
This paper describes an efficient, sustainable, one-step procedure for synthesizing substituted phenazines and phenoxazinones from commercially available ortho-substituted aromatic amines with very good yield (≥80%) in water. The procedure uses eosin Y (EY) as a photoredox catalyst at room temperature (RT). The highly reactive o-quinone-diimine or o-quinone-imine intermediate was characterized by the HR-MS technique.
Topics & Concepts
Eosin YChemistryPhenazineQuinoneCatalysisEosinImineYield (engineering)Photoredox catalysisPhotochemistryDiimineCombinatorial chemistryVisible spectrumPhotocatalysisOrganic chemistryStainingMetallurgyOptoelectronicsMaterials sciencePhysicsMedicinePathologyRadical Photochemical ReactionsSynthesis and Biological EvaluationSulfur-Based Synthesis Techniques