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H(2)O(2)-Mediated Synthesis of a Quinazolin-4(3H)-one Scaffold: A Sustainable Approach

[Image: see text] A quinazolin-4(3H)-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(3H)-one has always been in demand for the synthetic chemistry community....

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Detalles Bibliográficos
Autores principales: Kumar, Sumit, Padala, Kishor, Maiti, Barnali
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10500651/
https://www.ncbi.nlm.nih.gov/pubmed/37720769
http://dx.doi.org/10.1021/acsomega.3c05162
Descripción
Sumario:[Image: see text] A quinazolin-4(3H)-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(3H)-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(3H)-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-(3H)-quinazolinone.