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
Identifieur interne : 000758 ( Main/Exploration ); précédent : 000757; suivant : 000759Recyclable 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
Auteurs : Karima Ighilahriz-Boubchir [Algérie] ; Baya Boutemeur-Kheddis ; Cherifa Rabia ; Malika Makhloufi-Chebli [Algérie] ; Maamar Hamdi ; Artur M. S. SilvaSource :
- Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry [ 1420-3049 ] ; 2017.
Abstract
2-Benzoylamino-
Url:
DOI: 10.3390/molecules23010008
PubMed: 29267237
PubMed Central: 5943967
Affiliations:
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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Recyclable Keggin Heteropolyacids as an Environmentally Benign Catalyst for the Synthesis of New 2-Benzoylamino-<italic>N</italic>-phenyl-benzamide Derivatives under Microwave Irradiations at Solvent-Free Conditions and the Evaluation of Biological Activity</title><author><name sortKey="Ighilahriz Boubchir, Karima" sort="Ighilahriz Boubchir, Karima" uniqKey="Ighilahriz Boubchir K" first="Karima" last="Ighilahriz-Boubchir">Karima Ighilahriz-Boubchir</name><affiliation><nlm:aff id="af1-molecules-23-00008">Laboratoire de Chimie Organique Appliquée (Equipe Hétérocycles), Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>karima_ighil@yahoo.fr</email> (K.I.-B.);<email>makhloufi_malika@yahoo.fr</email> (M.M.-C.);<email>prhamdi@gmail.com</email> (M.H.)</nlm:aff></affiliation><affiliation wicri:level="1"><nlm:aff id="af2-molecules-23-00008">Laboratoire de Physique et Chimie des Matériaux (LPCM), Université Mouloud Mammeri, BP17RP, Tizi Ouzou 15000, Algeria</nlm:aff><country xml:lang="fr">Algérie</country><wicri:regionArea>Laboratoire de Physique et Chimie des Matériaux (LPCM), Université Mouloud Mammeri, BP17RP, Tizi Ouzou 15000</wicri:regionArea><wicri:noRegion>Tizi Ouzou 15000</wicri:noRegion></affiliation></author><author><name sortKey="Boutemeur Kheddis, Baya" sort="Boutemeur Kheddis, Baya" uniqKey="Boutemeur Kheddis B" first="Baya" last="Boutemeur-Kheddis">Baya Boutemeur-Kheddis</name><affiliation><nlm:aff id="af1-molecules-23-00008">Laboratoire de Chimie Organique Appliquée (Equipe Hétérocycles), Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>karima_ighil@yahoo.fr</email> (K.I.-B.);<email>makhloufi_malika@yahoo.fr</email> (M.M.-C.);<email>prhamdi@gmail.com</email> (M.H.)</nlm:aff></affiliation></author><author><name sortKey="Rabia, Cherifa" sort="Rabia, Cherifa" uniqKey="Rabia C" first="Cherifa" last="Rabia">Cherifa Rabia</name><affiliation><nlm:aff id="af3-molecules-23-00008">Laboratoire de Chimie du Gaz Naturel, Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>c_rabia@yahoo.fr</email></nlm:aff></affiliation></author><author><name sortKey="Makhloufi Chebli, Malika" sort="Makhloufi Chebli, Malika" uniqKey="Makhloufi Chebli M" first="Malika" last="Makhloufi-Chebli">Malika Makhloufi-Chebli</name><affiliation><nlm:aff id="af1-molecules-23-00008">Laboratoire de Chimie Organique Appliquée (Equipe Hétérocycles), Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>karima_ighil@yahoo.fr</email> (K.I.-B.);<email>makhloufi_malika@yahoo.fr</email> (M.M.-C.);<email>prhamdi@gmail.com</email> (M.H.)</nlm:aff></affiliation><affiliation wicri:level="1"><nlm:aff id="af2-molecules-23-00008">Laboratoire de Physique et Chimie des Matériaux (LPCM), Université Mouloud Mammeri, BP17RP, Tizi Ouzou 15000, Algeria</nlm:aff><country xml:lang="fr">Algérie</country><wicri:regionArea>Laboratoire de Physique et Chimie des Matériaux (LPCM), Université Mouloud Mammeri, BP17RP, Tizi Ouzou 15000</wicri:regionArea><wicri:noRegion>Tizi Ouzou 15000</wicri:noRegion></affiliation></author><author><name sortKey="Hamdi, Maamar" sort="Hamdi, Maamar" uniqKey="Hamdi M" first="Maamar" last="Hamdi">Maamar Hamdi</name><affiliation><nlm:aff id="af1-molecules-23-00008">Laboratoire de Chimie Organique Appliquée (Equipe Hétérocycles), Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>karima_ighil@yahoo.fr</email> (K.I.-B.);<email>makhloufi_malika@yahoo.fr</email> (M.M.-C.);<email>prhamdi@gmail.com</email> (M.H.)</nlm:aff></affiliation></author><author><name sortKey="Silva, Artur M S" sort="Silva, Artur M S" uniqKey="Silva A" first="Artur M. S." last="Silva">Artur M. S. Silva</name><affiliation><nlm:aff id="af4-molecules-23-00008">Department of Chemistry & QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal;<email>artur.silva@ua.pt</email></nlm:aff></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PMC</idno><idno type="pmid">29267237</idno><idno type="pmc">5943967</idno><idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5943967</idno><idno type="RBID">PMC:5943967</idno><idno type="doi">10.3390/molecules23010008</idno><date when="2017">2017</date><idno type="wicri:Area/Pmc/Corpus">000647</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">000647</idno><idno type="wicri:Area/Pmc/Curation">000647</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Curation">000647</idno><idno type="wicri:Area/Pmc/Checkpoint">000176</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Checkpoint">000176</idno><idno type="wicri:Area/Ncbi/Merge">000679</idno><idno 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Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>karima_ighil@yahoo.fr</email> (K.I.-B.);<email>makhloufi_malika@yahoo.fr</email> (M.M.-C.);<email>prhamdi@gmail.com</email> (M.H.)</nlm:aff></affiliation><affiliation wicri:level="1"><nlm:aff id="af2-molecules-23-00008">Laboratoire de Physique et Chimie des Matériaux (LPCM), Université Mouloud Mammeri, BP17RP, Tizi Ouzou 15000, Algeria</nlm:aff><country xml:lang="fr">Algérie</country><wicri:regionArea>Laboratoire de Physique et Chimie des Matériaux (LPCM), Université Mouloud Mammeri, BP17RP, Tizi Ouzou 15000</wicri:regionArea><wicri:noRegion>Tizi Ouzou 15000</wicri:noRegion></affiliation></author><author><name sortKey="Boutemeur Kheddis, Baya" sort="Boutemeur Kheddis, Baya" uniqKey="Boutemeur Kheddis B" first="Baya" last="Boutemeur-Kheddis">Baya Boutemeur-Kheddis</name><affiliation><nlm:aff id="af1-molecules-23-00008">Laboratoire de Chimie Organique Appliquée (Equipe Hétérocycles), Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>karima_ighil@yahoo.fr</email> (K.I.-B.);<email>makhloufi_malika@yahoo.fr</email> (M.M.-C.);<email>prhamdi@gmail.com</email> (M.H.)</nlm:aff></affiliation></author><author><name sortKey="Rabia, Cherifa" sort="Rabia, Cherifa" uniqKey="Rabia C" first="Cherifa" last="Rabia">Cherifa Rabia</name><affiliation><nlm:aff id="af3-molecules-23-00008">Laboratoire de Chimie du Gaz Naturel, Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>c_rabia@yahoo.fr</email></nlm:aff></affiliation></author><author><name sortKey="Makhloufi Chebli, Malika" sort="Makhloufi Chebli, Malika" uniqKey="Makhloufi Chebli M" first="Malika" last="Makhloufi-Chebli">Malika Makhloufi-Chebli</name><affiliation><nlm:aff id="af1-molecules-23-00008">Laboratoire de Chimie Organique Appliquée (Equipe Hétérocycles), Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>karima_ighil@yahoo.fr</email> (K.I.-B.);<email>makhloufi_malika@yahoo.fr</email> (M.M.-C.);<email>prhamdi@gmail.com</email> (M.H.)</nlm:aff></affiliation><affiliation wicri:level="1"><nlm:aff id="af2-molecules-23-00008">Laboratoire de Physique et Chimie des Matériaux (LPCM), Université Mouloud Mammeri, BP17RP, Tizi Ouzou 15000, Algeria</nlm:aff><country xml:lang="fr">Algérie</country><wicri:regionArea>Laboratoire de Physique et Chimie des Matériaux (LPCM), Université Mouloud Mammeri, BP17RP, Tizi Ouzou 15000</wicri:regionArea><wicri:noRegion>Tizi Ouzou 15000</wicri:noRegion></affiliation></author><author><name sortKey="Hamdi, Maamar" sort="Hamdi, Maamar" uniqKey="Hamdi M" first="Maamar" last="Hamdi">Maamar Hamdi</name><affiliation><nlm:aff id="af1-molecules-23-00008">Laboratoire de Chimie Organique Appliquée (Equipe Hétérocycles), Faculté de Chimie, Université des Sciences et de la Technologie Houari Boumediène, BP 32, El-Alia, Bab-Ezzouar 16111, Algeria;<email>karima_ighil@yahoo.fr</email> (K.I.-B.);<email>makhloufi_malika@yahoo.fr</email> (M.M.-C.);<email>prhamdi@gmail.com</email> (M.H.)</nlm:aff></affiliation></author><author><name sortKey="Silva, Artur M S" sort="Silva, Artur M S" uniqKey="Silva A" first="Artur M. S." last="Silva">Artur M. S. Silva</name><affiliation><nlm:aff id="af4-molecules-23-00008">Department of Chemistry & QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal;<email>artur.silva@ua.pt</email></nlm:aff></affiliation></author></analytic><series><title level="j">Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry</title><idno type="eISSN">1420-3049</idno><imprint><date when="2017">2017</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"><p>2-Benzoylamino-<italic>N</italic>-phenyl-benzamide derivatives (<bold>5a</bold>–<bold>h</bold>) were prepared from 2-phenyl-3,1-(4<italic>H</italic>)-benzoxazin-4-one <bold>3</bold> and substituted anilines <bold>4a</bold>–<bold>h</bold> in the presence of a Keggin-type heteropolyacids series (H<sub>3</sub>PW<sub>12</sub>O<sub>40</sub>·13H<sub>2</sub>O; H<sub>4</sub>SiW<sub>12</sub>O<sub>40</sub>·13H<sub>2</sub>O; H<sub>4</sub>SiMo<sub>12</sub>O<sub>40</sub>·13H<sub>2</sub>O; and H<sub>3</sub>PMo<sub>12</sub>O<sub>40</sub>·13H<sub>2</sub>O) as catalysts without solvent and under microwave irradiation. We found that the use of H<sub>3</sub>PW<sub>12</sub>O<sub>40</sub>·13H<sub>2</sub>O acid coupled to microwave irradiation allowed obtaining a high-yielding reaction with a short time. The compound structures were established by <sup>1</sup>H-NMR and <sup>13</sup>C-NMR. The antibacterial and antifungal activities of the synthesized compounds exhibited an inhibition of the growth of bacteria and fungi.</p></div></front><back><div1 type="bibliography"><listBibl><biblStruct><analytic><author><name sortKey="Sarma, R" uniqKey="Sarma R">R. Sarma</name></author><author><name sortKey="Prajapati, D" uniqKey="Prajapati D">D. Prajapati</name></author><author><name sortKey="Boruah, R C" uniqKey="Boruah R">R.C. Boruah</name></author></analytic></biblStruct><biblStruct><analytic><author><name sortKey="Maher, A E" uniqKey="Maher A">A.E. Maher</name></author><author><name sortKey="Khalid, M D" uniqKey="Khalid M">M.D. Khalid</name></author><author><name sortKey="Sameh, A R" uniqKey="Sameh A">A.R. 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Locatelli</name></author><author><name sortKey="Freitas, P C" uniqKey="Freitas P">P.C. Freitas</name></author><author><name sortKey="Silva, G L" uniqKey="Silva G">G.L. Silva</name></author></analytic></biblStruct><biblStruct><analytic><author><name sortKey="Pope, M T" uniqKey="Pope M">M.T. Pope</name></author></analytic></biblStruct><biblStruct><analytic><author><name sortKey="Nuchter, M" uniqKey="Nuchter M">M. Nüchter</name></author><author><name sortKey="Ondruschka, B" uniqKey="Ondruschka B">B. Ondruschka</name></author><author><name sortKey="Bonrath, W" uniqKey="Bonrath W">W. Bonrath</name></author><author><name sortKey="Gum, A" uniqKey="Gum A">A. Gum</name></author></analytic></biblStruct></listBibl></div1></back></TEI><affiliations><list><country><li>Algérie</li></country></list><tree><noCountry><name sortKey="Boutemeur Kheddis, Baya" sort="Boutemeur Kheddis, Baya" uniqKey="Boutemeur Kheddis B" first="Baya" last="Boutemeur-Kheddis">Baya Boutemeur-Kheddis</name><name sortKey="Hamdi, Maamar" sort="Hamdi, Maamar" uniqKey="Hamdi M" first="Maamar" last="Hamdi">Maamar Hamdi</name><name sortKey="Rabia, Cherifa" sort="Rabia, Cherifa" uniqKey="Rabia C" first="Cherifa" last="Rabia">Cherifa Rabia</name><name sortKey="Silva, Artur M S" sort="Silva, Artur M S" uniqKey="Silva A" first="Artur M. S." last="Silva">Artur M. S. Silva</name></noCountry><country name="Algérie"><noRegion><name sortKey="Ighilahriz Boubchir, Karima" sort="Ighilahriz Boubchir, Karima" uniqKey="Ighilahriz Boubchir K" first="Karima" last="Ighilahriz-Boubchir">Karima Ighilahriz-Boubchir</name></noRegion><name sortKey="Makhloufi Chebli, Malika" sort="Makhloufi Chebli, Malika" uniqKey="Makhloufi Chebli M" first="Malika" last="Makhloufi-Chebli">Malika Makhloufi-Chebli</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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