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Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity
2-Benzoylamino-N-phenyl-benzamide derivatives (5a–h) were prepared from 2-phenyl-3,1-(4H)-benzoxazin-4-one 3 and substituted anilines 4a–h in the presence of a Keggin-type heteropolyacids series (H(3)PW(12)O(40)·13H(2)O; H(4)SiW(12)O(40)·13H(2)O; H(4)SiMo(12)O(40)·13H(2)O; and H(3)PMo(12)O(40)·13H(2...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5943967/ https://www.ncbi.nlm.nih.gov/pubmed/29267237 http://dx.doi.org/10.3390/molecules23010008 |
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author | Ighilahriz-Boubchir, Karima Boutemeur-Kheddis, Baya Rabia, Cherifa Makhloufi-Chebli, Malika Hamdi, Maamar Silva, Artur M. S. |
author_facet | Ighilahriz-Boubchir, Karima Boutemeur-Kheddis, Baya Rabia, Cherifa Makhloufi-Chebli, Malika Hamdi, Maamar Silva, Artur M. S. |
author_sort | Ighilahriz-Boubchir, Karima |
collection | PubMed |
description | 2-Benzoylamino-N-phenyl-benzamide derivatives (5a–h) were prepared from 2-phenyl-3,1-(4H)-benzoxazin-4-one 3 and substituted anilines 4a–h in the presence of a Keggin-type heteropolyacids series (H(3)PW(12)O(40)·13H(2)O; H(4)SiW(12)O(40)·13H(2)O; H(4)SiMo(12)O(40)·13H(2)O; and H(3)PMo(12)O(40)·13H(2)O) as catalysts without solvent and under microwave irradiation. We found that the use of H(3)PW(12)O(40)·13H(2)O acid coupled to microwave irradiation allowed obtaining a high-yielding reaction with a short time. The compound structures were established by (1)H-NMR and (13)C-NMR. The antibacterial and antifungal activities of the synthesized compounds exhibited an inhibition of the growth of bacteria and fungi. |
format | Online Article Text |
id | pubmed-5943967 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-59439672018-11-13 Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity Ighilahriz-Boubchir, Karima Boutemeur-Kheddis, Baya Rabia, Cherifa Makhloufi-Chebli, Malika Hamdi, Maamar Silva, Artur M. S. Molecules Article 2-Benzoylamino-N-phenyl-benzamide derivatives (5a–h) were prepared from 2-phenyl-3,1-(4H)-benzoxazin-4-one 3 and substituted anilines 4a–h in the presence of a Keggin-type heteropolyacids series (H(3)PW(12)O(40)·13H(2)O; H(4)SiW(12)O(40)·13H(2)O; H(4)SiMo(12)O(40)·13H(2)O; and H(3)PMo(12)O(40)·13H(2)O) as catalysts without solvent and under microwave irradiation. We found that the use of H(3)PW(12)O(40)·13H(2)O acid coupled to microwave irradiation allowed obtaining a high-yielding reaction with a short time. The compound structures were established by (1)H-NMR and (13)C-NMR. The antibacterial and antifungal activities of the synthesized compounds exhibited an inhibition of the growth of bacteria and fungi. MDPI 2017-12-21 /pmc/articles/PMC5943967/ /pubmed/29267237 http://dx.doi.org/10.3390/molecules23010008 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Ighilahriz-Boubchir, Karima Boutemeur-Kheddis, Baya Rabia, Cherifa Makhloufi-Chebli, Malika Hamdi, Maamar Silva, Artur M. S. Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity |
title | Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity |
title_full | Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity |
title_fullStr | Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity |
title_full_unstemmed | Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity |
title_short | Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-N-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity |
title_sort | recyclable keggin heteropolyacids as an environmentally benign catalyst for the synthesis of new 2-benzoylamino-n-phenyl-benzamide derivatives under microwave irradiations at solvent-free conditions and the evaluation of biological activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5943967/ https://www.ncbi.nlm.nih.gov/pubmed/29267237 http://dx.doi.org/10.3390/molecules23010008 |
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