Green catalyst access to thieno [2, 3‐b] pyridines derivatives

The current study focuses on the use of tungstovanadophosphoric heteropoly acid H4PW11VO40·8 H2O (PVW) with Keggin structure and supported on acid activated (PVW/AAM) in the synthesis of new substituted Thieno [2, 3‐b] pyridines derivatives. The suggested protocol is an easy, environmentally friendl...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of heterocyclic chemistry 2023-05, Vol.60 (5), p.859-871
Hauptverfasser: Mehaoui, Nawel, Boudjema, Souheyla, Kibou, Zahira, Choukchou‐Braham, Noureddine, Choukchou‐Braham, Abderrahim
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 871
container_issue 5
container_start_page 859
container_title Journal of heterocyclic chemistry
container_volume 60
creator Mehaoui, Nawel
Boudjema, Souheyla
Kibou, Zahira
Choukchou‐Braham, Noureddine
Choukchou‐Braham, Abderrahim
description The current study focuses on the use of tungstovanadophosphoric heteropoly acid H4PW11VO40·8 H2O (PVW) with Keggin structure and supported on acid activated (PVW/AAM) in the synthesis of new substituted Thieno [2, 3‐b] pyridines derivatives. The suggested protocol is an easy, environmentally friendly method for synthesis of thieno [2,3‐b] pyrimidine derivatives obtained from 3‐cyano‐2‐aminothiophene as building blocks under solvent‐free reactions condition. Excellent product yields of substituted Thieno [2, 3‐b] pyridine derivatives (60%–97%) were achieved using the synthesized PVW/AAM catalyst. The current processes provide benefits including a quicker reaction time, an easy set‐up, and high yields. Spectroscopic data (IR, +H and 13C NMR spectra) have revealed the structural details of all target compounds. The catalyst was characterized by X‐ray diffraction, BET and Fourier‐transformed infrared spectroscopy. X‐ray diffraction showed that PVW was correctly incorporated on an acid activated clays support. In comparison to the parent, Tungstovanadophosphoric acid, the PVW supported acid activated montmorillonite provided increased Lewis acid site density, redox characteristics, and surface area. Due to the recoverability of heterogeneous catalysts, the heterogenization of homogeneous catalysts is very attractive. In addition, the produced catalysts can be simply removed from the reaction system and reused six times more effectively.
doi_str_mv 10.1002/jhet.4635
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2806810666</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2806810666</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2575-d20b4f5ce4a64e80dc602b11e857e248c7356ffa9fea06d360f3c44d192c11383</originalsourceid><addsrcrecordid>eNp1kM1KAzEURoMoWKsL3yDgSnBq_mdmp5TaKgU3FQSRkGZuaEqdqUlamZ2P4DP6JE6tW1eXyz33--AgdE7JgBLCrpcLSAOhuDxAPVoKnkla8kPU624so5I9H6OTGJfdSnme99DNOADU2JpkVm1M2FgLMeLU4LTwUDf4hV1h_v35NX_F6zb4ytcQcQXBb03yW4in6MiZVYSzv9lHT3ej2XCSTR_H98PbaWaZzGVWMTIXTloQRgkoSGUVYXNKoZA5MFHYnEvlnCkdGKIqrojjVoiKlsxSygveRxf73HVo3jcQk142m1B3lZoVRBWUKKU66nJP2dDEGMDpdfBvJrSaEr0TpHeC9E5Qx17v2Q-_gvZ_UD9MRrPfjx8R5mds</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2806810666</pqid></control><display><type>article</type><title>Green catalyst access to thieno [2, 3‐b] pyridines derivatives</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Mehaoui, Nawel ; Boudjema, Souheyla ; Kibou, Zahira ; Choukchou‐Braham, Noureddine ; Choukchou‐Braham, Abderrahim</creator><creatorcontrib>Mehaoui, Nawel ; Boudjema, Souheyla ; Kibou, Zahira ; Choukchou‐Braham, Noureddine ; Choukchou‐Braham, Abderrahim</creatorcontrib><description>The current study focuses on the use of tungstovanadophosphoric heteropoly acid H4PW11VO40·8 H2O (PVW) with Keggin structure and supported on acid activated (PVW/AAM) in the synthesis of new substituted Thieno [2, 3‐b] pyridines derivatives. The suggested protocol is an easy, environmentally friendly method for synthesis of thieno [2,3‐b] pyrimidine derivatives obtained from 3‐cyano‐2‐aminothiophene as building blocks under solvent‐free reactions condition. Excellent product yields of substituted Thieno [2, 3‐b] pyridine derivatives (60%–97%) were achieved using the synthesized PVW/AAM catalyst. The current processes provide benefits including a quicker reaction time, an easy set‐up, and high yields. Spectroscopic data (IR, +H and 13C NMR spectra) have revealed the structural details of all target compounds. The catalyst was characterized by X‐ray diffraction, BET and Fourier‐transformed infrared spectroscopy. X‐ray diffraction showed that PVW was correctly incorporated on an acid activated clays support. In comparison to the parent, Tungstovanadophosphoric acid, the PVW supported acid activated montmorillonite provided increased Lewis acid site density, redox characteristics, and surface area. Due to the recoverability of heterogeneous catalysts, the heterogenization of homogeneous catalysts is very attractive. In addition, the produced catalysts can be simply removed from the reaction system and reused six times more effectively.</description><identifier>ISSN: 0022-152X</identifier><identifier>EISSN: 1943-5193</identifier><identifier>DOI: 10.1002/jhet.4635</identifier><language>eng</language><publisher>Chichester, UK: John Wiley &amp; Sons, Inc</publisher><subject>Acids ; Activated clay ; Catalysts ; Chemical synthesis ; Infrared spectroscopy ; Lewis acid ; Montmorillonite ; NMR ; Nuclear magnetic resonance ; Pyridines ; Recoverability ; Spectrum analysis ; Substitutes ; X-ray diffraction</subject><ispartof>Journal of heterocyclic chemistry, 2023-05, Vol.60 (5), p.859-871</ispartof><rights>2023 Wiley Periodicals LLC.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2575-d20b4f5ce4a64e80dc602b11e857e248c7356ffa9fea06d360f3c44d192c11383</cites><orcidid>0000-0002-7708-0905</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjhet.4635$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjhet.4635$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Mehaoui, Nawel</creatorcontrib><creatorcontrib>Boudjema, Souheyla</creatorcontrib><creatorcontrib>Kibou, Zahira</creatorcontrib><creatorcontrib>Choukchou‐Braham, Noureddine</creatorcontrib><creatorcontrib>Choukchou‐Braham, Abderrahim</creatorcontrib><title>Green catalyst access to thieno [2, 3‐b] pyridines derivatives</title><title>Journal of heterocyclic chemistry</title><description>The current study focuses on the use of tungstovanadophosphoric heteropoly acid H4PW11VO40·8 H2O (PVW) with Keggin structure and supported on acid activated (PVW/AAM) in the synthesis of new substituted Thieno [2, 3‐b] pyridines derivatives. The suggested protocol is an easy, environmentally friendly method for synthesis of thieno [2,3‐b] pyrimidine derivatives obtained from 3‐cyano‐2‐aminothiophene as building blocks under solvent‐free reactions condition. Excellent product yields of substituted Thieno [2, 3‐b] pyridine derivatives (60%–97%) were achieved using the synthesized PVW/AAM catalyst. The current processes provide benefits including a quicker reaction time, an easy set‐up, and high yields. Spectroscopic data (IR, +H and 13C NMR spectra) have revealed the structural details of all target compounds. The catalyst was characterized by X‐ray diffraction, BET and Fourier‐transformed infrared spectroscopy. X‐ray diffraction showed that PVW was correctly incorporated on an acid activated clays support. In comparison to the parent, Tungstovanadophosphoric acid, the PVW supported acid activated montmorillonite provided increased Lewis acid site density, redox characteristics, and surface area. Due to the recoverability of heterogeneous catalysts, the heterogenization of homogeneous catalysts is very attractive. In addition, the produced catalysts can be simply removed from the reaction system and reused six times more effectively.</description><subject>Acids</subject><subject>Activated clay</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Infrared spectroscopy</subject><subject>Lewis acid</subject><subject>Montmorillonite</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Pyridines</subject><subject>Recoverability</subject><subject>Spectrum analysis</subject><subject>Substitutes</subject><subject>X-ray diffraction</subject><issn>0022-152X</issn><issn>1943-5193</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1kM1KAzEURoMoWKsL3yDgSnBq_mdmp5TaKgU3FQSRkGZuaEqdqUlamZ2P4DP6JE6tW1eXyz33--AgdE7JgBLCrpcLSAOhuDxAPVoKnkla8kPU624so5I9H6OTGJfdSnme99DNOADU2JpkVm1M2FgLMeLU4LTwUDf4hV1h_v35NX_F6zb4ytcQcQXBb03yW4in6MiZVYSzv9lHT3ej2XCSTR_H98PbaWaZzGVWMTIXTloQRgkoSGUVYXNKoZA5MFHYnEvlnCkdGKIqrojjVoiKlsxSygveRxf73HVo3jcQk142m1B3lZoVRBWUKKU66nJP2dDEGMDpdfBvJrSaEr0TpHeC9E5Qx17v2Q-_gvZ_UD9MRrPfjx8R5mds</recordid><startdate>202305</startdate><enddate>202305</enddate><creator>Mehaoui, Nawel</creator><creator>Boudjema, Souheyla</creator><creator>Kibou, Zahira</creator><creator>Choukchou‐Braham, Noureddine</creator><creator>Choukchou‐Braham, Abderrahim</creator><general>John Wiley &amp; Sons, Inc</general><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-7708-0905</orcidid></search><sort><creationdate>202305</creationdate><title>Green catalyst access to thieno [2, 3‐b] pyridines derivatives</title><author>Mehaoui, Nawel ; Boudjema, Souheyla ; Kibou, Zahira ; Choukchou‐Braham, Noureddine ; Choukchou‐Braham, Abderrahim</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2575-d20b4f5ce4a64e80dc602b11e857e248c7356ffa9fea06d360f3c44d192c11383</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Acids</topic><topic>Activated clay</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Infrared spectroscopy</topic><topic>Lewis acid</topic><topic>Montmorillonite</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Pyridines</topic><topic>Recoverability</topic><topic>Spectrum analysis</topic><topic>Substitutes</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mehaoui, Nawel</creatorcontrib><creatorcontrib>Boudjema, Souheyla</creatorcontrib><creatorcontrib>Kibou, Zahira</creatorcontrib><creatorcontrib>Choukchou‐Braham, Noureddine</creatorcontrib><creatorcontrib>Choukchou‐Braham, Abderrahim</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of heterocyclic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mehaoui, Nawel</au><au>Boudjema, Souheyla</au><au>Kibou, Zahira</au><au>Choukchou‐Braham, Noureddine</au><au>Choukchou‐Braham, Abderrahim</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Green catalyst access to thieno [2, 3‐b] pyridines derivatives</atitle><jtitle>Journal of heterocyclic chemistry</jtitle><date>2023-05</date><risdate>2023</risdate><volume>60</volume><issue>5</issue><spage>859</spage><epage>871</epage><pages>859-871</pages><issn>0022-152X</issn><eissn>1943-5193</eissn><abstract>The current study focuses on the use of tungstovanadophosphoric heteropoly acid H4PW11VO40·8 H2O (PVW) with Keggin structure and supported on acid activated (PVW/AAM) in the synthesis of new substituted Thieno [2, 3‐b] pyridines derivatives. The suggested protocol is an easy, environmentally friendly method for synthesis of thieno [2,3‐b] pyrimidine derivatives obtained from 3‐cyano‐2‐aminothiophene as building blocks under solvent‐free reactions condition. Excellent product yields of substituted Thieno [2, 3‐b] pyridine derivatives (60%–97%) were achieved using the synthesized PVW/AAM catalyst. The current processes provide benefits including a quicker reaction time, an easy set‐up, and high yields. Spectroscopic data (IR, +H and 13C NMR spectra) have revealed the structural details of all target compounds. The catalyst was characterized by X‐ray diffraction, BET and Fourier‐transformed infrared spectroscopy. X‐ray diffraction showed that PVW was correctly incorporated on an acid activated clays support. In comparison to the parent, Tungstovanadophosphoric acid, the PVW supported acid activated montmorillonite provided increased Lewis acid site density, redox characteristics, and surface area. Due to the recoverability of heterogeneous catalysts, the heterogenization of homogeneous catalysts is very attractive. In addition, the produced catalysts can be simply removed from the reaction system and reused six times more effectively.</abstract><cop>Chichester, UK</cop><pub>John Wiley &amp; Sons, Inc</pub><doi>10.1002/jhet.4635</doi><tpages>13</tpages><orcidid>https://orcid.org/0000-0002-7708-0905</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0022-152X
ispartof Journal of heterocyclic chemistry, 2023-05, Vol.60 (5), p.859-871
issn 0022-152X
1943-5193
language eng
recordid cdi_proquest_journals_2806810666
source Wiley Online Library Journals Frontfile Complete
subjects Acids
Activated clay
Catalysts
Chemical synthesis
Infrared spectroscopy
Lewis acid
Montmorillonite
NMR
Nuclear magnetic resonance
Pyridines
Recoverability
Spectrum analysis
Substitutes
X-ray diffraction
title Green catalyst access to thieno [2, 3‐b] pyridines derivatives
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-03T18%3A21%3A58IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Green%20catalyst%20access%20to%20thieno%20%5B2,%203%E2%80%90b%5D%20pyridines%20derivatives&rft.jtitle=Journal%20of%20heterocyclic%20chemistry&rft.au=Mehaoui,%20Nawel&rft.date=2023-05&rft.volume=60&rft.issue=5&rft.spage=859&rft.epage=871&rft.pages=859-871&rft.issn=0022-152X&rft.eissn=1943-5193&rft_id=info:doi/10.1002/jhet.4635&rft_dat=%3Cproquest_cross%3E2806810666%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2806810666&rft_id=info:pmid/&rfr_iscdi=true