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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.


ABSTRACT: 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 (H₃PW12O40·13H₂O; H₄SiW12O40·13H₂O; H₄SiMo12O40·13H₂O; and H₃PMo12O40·13H₂O) as catalysts without solvent and under microwave irradiation. We found that the use of H₃PW12O40·13H₂O acid coupled to microwave irradiation allowed obtaining a high-yielding reaction with a short time. The compound structures were established by ¹H-NMR and 13C-NMR. The antibacterial and antifungal activities of the synthesized compounds exhibited an inhibition of the growth of bacteria and fungi.

SUBMITTER: Ighilahriz-Boubchir K 

PROVIDER: S-EPMC5943967 | biostudies-literature | 2017 Dec

REPOSITORIES: biostudies-literature

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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.

Ighilahriz-Boubchir Karima K   Boutemeur-Kheddis Baya B   Rabia Cherifa C   Makhloufi-Chebli Malika M   Hamdi Maamar M   Silva Artur M S AMS  

Molecules (Basel, Switzerland) 20171221 1


2-Benzoylamino-<i>N</i>-phenyl-benzamide derivatives (<b>5a</b>-<b>h</b>) were prepared from 2-phenyl-3,1-(4<i>H</i>)-benzoxazin-4-one <b>3</b> and substituted anilines <b>4a</b>-<b>h</b> in the presence of a Keggin-type heteropolyacids series (H₃PW<sub>12</sub>O<sub>40</sub>·13H₂O; H₄SiW<sub>12</sub>O<sub>40</sub>·13H₂O; H₄SiMo<sub>12</sub>O<sub>40</sub>·13H₂O; and H₃PMo<sub>12</sub>O<sub>40</sub>·13H₂O) as catalysts without solvent and under microwave irradiation. We found that the use of H₃PW  ...[more]

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