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H<sub>2</sub>O<sub>2</sub>-Mediated Synthesis of a Quinazolin-4(3<i>H</i>)-one Scaffold: A Sustainable Approach

Sumit Kumar, Kishor Padala, Barnali Maiti

2023ACS Omega26 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide A quinazolin-4(3 H )-one ring system is a privileged heterocyclic moiety with distinctive biological properties. From this perspective, the development of an efficient strategy for the synthesis of quinazolin-4(3 H )-one has always been in demand for the synthetic chemistry community. In this report, we envisaged an efficient protocol for the synthesis of quinazolin-4(3 H )-one using substituted 2-amino benzamide with dimethyl sulfoxide (DMSO) as a carbon source and H 2 O 2 as an effective oxidant. Mechanistically, the reaction proceeds through the radical approach with DMSO as one carbon source. To further substantiate the synthetic claim, the synthetic protocol has been extended to the synthesis of the anti-endotoxic active compound 3-(2-carboxyphenyl)-4-(3 H )-quinazolinone.

Topics & Concepts

QuinazolinoneChemistryMoietyBenzamideCombinatorial chemistryRing (chemistry)SulfoxideDimethyl sulfoxideScaffoldStereochemistryMedicinal chemistryOrganic chemistryComputer scienceDatabaseQuinazolinone synthesis and applicationsPhenothiazines and Benzothiazines Synthesis and ActivitiesSynthesis and Biological Evaluation