Photoinduced Enhanced Decomposition of TBHP: A Convenient and Greener Pathway for Aqueous Domino Synthesis of Quinazolinones and Quinoxalines
Daisy Sarma, Biju Majumdar, Barsha Deori, Siddarth Jain, Tridib K. Sarma
Abstract
-Butyl hydroperoxide (TBHP) is a widely used oxidant in organic reactions, where the decomposition of TBHP into its radicals by metal catalysts or other reagents is a key factor for efficient catalytic outcome. Herein, we report a simple and environmentally friendly visible light-promoted synthetic pathway for the synthesis of N-heterocyclic moieties, such as quinazolinones and quinoxalines, in the presence of TBHP as an oxidizing agent in aqueous medium that requires no catalysts/photocatalysts. The enhanced rate of decomposition to generate free radicals from TBHP upon visible light irradiation is the driving force for the domino reaction.
Topics & Concepts
CatalysisOxidizing agentChemistryReagentRadicalAqueous solutionDecompositionEnvironmentally friendlyDominoCombinatorial chemistryOrganic synthesisCascade reactionPhotochemistryOrganic chemistryBiologyEcologySynthesis and Biological EvaluationQuinazolinone synthesis and applicationsCatalytic C–H Functionalization Methods