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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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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
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author Kumar, Sumit
Padala, Kishor
Maiti, Barnali
author_facet Kumar, Sumit
Padala, Kishor
Maiti, Barnali
author_sort Kumar, Sumit
collection PubMed
description [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.
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spelling pubmed-105006512023-09-15 H(2)O(2)-Mediated Synthesis of a Quinazolin-4(3H)-one Scaffold: A Sustainable Approach Kumar, Sumit Padala, Kishor Maiti, Barnali ACS Omega [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. American Chemical Society 2023-08-30 /pmc/articles/PMC10500651/ /pubmed/37720769 http://dx.doi.org/10.1021/acsomega.3c05162 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Kumar, Sumit
Padala, Kishor
Maiti, Barnali
H(2)O(2)-Mediated Synthesis of a Quinazolin-4(3H)-one Scaffold: A Sustainable Approach
title H(2)O(2)-Mediated Synthesis of a Quinazolin-4(3H)-one Scaffold: A Sustainable Approach
title_full H(2)O(2)-Mediated Synthesis of a Quinazolin-4(3H)-one Scaffold: A Sustainable Approach
title_fullStr H(2)O(2)-Mediated Synthesis of a Quinazolin-4(3H)-one Scaffold: A Sustainable Approach
title_full_unstemmed H(2)O(2)-Mediated Synthesis of a Quinazolin-4(3H)-one Scaffold: A Sustainable Approach
title_short H(2)O(2)-Mediated Synthesis of a Quinazolin-4(3H)-one Scaffold: A Sustainable Approach
title_sort h(2)o(2)-mediated synthesis of a quinazolin-4(3h)-one scaffold: a sustainable approach
url 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
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