Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction

An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, nontoxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed. N,N′‐methylene bis‐acrylamide‐cross‐linked p...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of heterocyclic chemistry 2022-06, Vol.59 (6), p.997-1006
Hauptverfasser: Rahmatpour, Ali, Donyapeyma, Ghazaleh
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1006
container_issue 6
container_start_page 997
container_title Journal of heterocyclic chemistry
container_volume 59
creator Rahmatpour, Ali
Donyapeyma, Ghazaleh
description An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, nontoxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed. N,N′‐methylene bis‐acrylamide‐cross‐linked poly(N‐vinyl‐2‐pyrrolidone) (MBA‐PVNP) as beads was used as a support for ferric chloride, resulting in a heterogeneous and reusable catalyst. The reusability test of the heterogenized version of ferric chloride, PNVP/FeCl3 ascertained that the obtained catalyst can be easily separated from the reaction mixture by filtration and reused several times with no great decline of activity. An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, non‐toxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed.
doi_str_mv 10.1002/jhet.4437
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2674514033</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2674514033</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2977-7456ba6fc281b9c4ca56db1ff5c77377b76d270ca32647024460525d19a6ac3e3</originalsourceid><addsrcrecordid>eNp1UU1v1DAQjRBILIUD_8ASl1Yi3fgjMeFWqrYLqoBDkbhFjjNuvHLtYDuLcuMn8Ae58EuYsFw5WE8zfvPes6coXtLqnFYV2-5HyOdCcPmo2NBW8LKmLX9cbPCOlbRmX58Wz1LaY0m5lJvi1-fgltOPv3_8PFi_OESGZ1piDM4OwcMZlmmephAzDMRAjFYTPboQ7QBvyYUnYAzobA9AIsxJ9Q4IhoAY7sFDmBPRKiu3pExMiAQlV4OQSVp8HiHZRIIh_LXA9mDHZYgB7e2DHaxf45zS3ZoB59I2j3ZFcrCK5DHCKqXDw4RNn8k7e289OGcxiMJEwT8vnhjlErz4hyfFl-uru8tdefvp5v3lxW2pWStlKUXd9Koxmr2hfauFVnUz9NSYWkuJ39TLZmCy0oqzRsiKCdFUNasH2qpGaQ78pHh11J1i-DZDyt0-zNGjZccaVKei4hxZZ0eWjiGlCKab8J0qLh2tunV73bq9bt0ecrdH7nfrYPk_sfuwu7r7O_EHk4eqmg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2674514033</pqid></control><display><type>article</type><title>Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Rahmatpour, Ali ; Donyapeyma, Ghazaleh</creator><creatorcontrib>Rahmatpour, Ali ; Donyapeyma, Ghazaleh</creatorcontrib><description>An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, nontoxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed. N,N′‐methylene bis‐acrylamide‐cross‐linked poly(N‐vinyl‐2‐pyrrolidone) (MBA‐PVNP) as beads was used as a support for ferric chloride, resulting in a heterogeneous and reusable catalyst. The reusability test of the heterogenized version of ferric chloride, PNVP/FeCl3 ascertained that the obtained catalyst can be easily separated from the reaction mixture by filtration and reused several times with no great decline of activity. An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, non‐toxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed.</description><identifier>ISSN: 0022-152X</identifier><identifier>EISSN: 1943-5193</identifier><identifier>DOI: 10.1002/jhet.4437</identifier><language>eng</language><publisher>Chichester, UK: John Wiley &amp; Sons, Inc</publisher><subject>Acrylamide ; Catalysts ; Chemical synthesis ; Ferric chloride</subject><ispartof>Journal of heterocyclic chemistry, 2022-06, Vol.59 (6), p.997-1006</ispartof><rights>2021 Wiley Periodicals LLC.</rights><rights>2022 Wiley Periodicals LLC.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2977-7456ba6fc281b9c4ca56db1ff5c77377b76d270ca32647024460525d19a6ac3e3</citedby><cites>FETCH-LOGICAL-c2977-7456ba6fc281b9c4ca56db1ff5c77377b76d270ca32647024460525d19a6ac3e3</cites><orcidid>0000-0001-6524-7176</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.4437$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjhet.4437$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Rahmatpour, Ali</creatorcontrib><creatorcontrib>Donyapeyma, Ghazaleh</creatorcontrib><title>Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction</title><title>Journal of heterocyclic chemistry</title><description>An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, nontoxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed. N,N′‐methylene bis‐acrylamide‐cross‐linked poly(N‐vinyl‐2‐pyrrolidone) (MBA‐PVNP) as beads was used as a support for ferric chloride, resulting in a heterogeneous and reusable catalyst. The reusability test of the heterogenized version of ferric chloride, PNVP/FeCl3 ascertained that the obtained catalyst can be easily separated from the reaction mixture by filtration and reused several times with no great decline of activity. An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, non‐toxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed.</description><subject>Acrylamide</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Ferric chloride</subject><issn>0022-152X</issn><issn>1943-5193</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp1UU1v1DAQjRBILIUD_8ASl1Yi3fgjMeFWqrYLqoBDkbhFjjNuvHLtYDuLcuMn8Ae58EuYsFw5WE8zfvPes6coXtLqnFYV2-5HyOdCcPmo2NBW8LKmLX9cbPCOlbRmX58Wz1LaY0m5lJvi1-fgltOPv3_8PFi_OESGZ1piDM4OwcMZlmmephAzDMRAjFYTPboQ7QBvyYUnYAzobA9AIsxJ9Q4IhoAY7sFDmBPRKiu3pExMiAQlV4OQSVp8HiHZRIIh_LXA9mDHZYgB7e2DHaxf45zS3ZoB59I2j3ZFcrCK5DHCKqXDw4RNn8k7e289OGcxiMJEwT8vnhjlErz4hyfFl-uru8tdefvp5v3lxW2pWStlKUXd9Koxmr2hfauFVnUz9NSYWkuJ39TLZmCy0oqzRsiKCdFUNasH2qpGaQ78pHh11J1i-DZDyt0-zNGjZccaVKei4hxZZ0eWjiGlCKab8J0qLh2tunV73bq9bt0ecrdH7nfrYPk_sfuwu7r7O_EHk4eqmg</recordid><startdate>202206</startdate><enddate>202206</enddate><creator>Rahmatpour, Ali</creator><creator>Donyapeyma, Ghazaleh</creator><general>John Wiley &amp; Sons, Inc</general><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-6524-7176</orcidid></search><sort><creationdate>202206</creationdate><title>Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction</title><author>Rahmatpour, Ali ; Donyapeyma, Ghazaleh</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2977-7456ba6fc281b9c4ca56db1ff5c77377b76d270ca32647024460525d19a6ac3e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Acrylamide</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Ferric chloride</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rahmatpour, Ali</creatorcontrib><creatorcontrib>Donyapeyma, Ghazaleh</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of heterocyclic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rahmatpour, Ali</au><au>Donyapeyma, Ghazaleh</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction</atitle><jtitle>Journal of heterocyclic chemistry</jtitle><date>2022-06</date><risdate>2022</risdate><volume>59</volume><issue>6</issue><spage>997</spage><epage>1006</epage><pages>997-1006</pages><issn>0022-152X</issn><eissn>1943-5193</eissn><abstract>An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, nontoxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed. N,N′‐methylene bis‐acrylamide‐cross‐linked poly(N‐vinyl‐2‐pyrrolidone) (MBA‐PVNP) as beads was used as a support for ferric chloride, resulting in a heterogeneous and reusable catalyst. The reusability test of the heterogenized version of ferric chloride, PNVP/FeCl3 ascertained that the obtained catalyst can be easily separated from the reaction mixture by filtration and reused several times with no great decline of activity. An environmentally benign three‐component Biginelli protocol for the one‐pot synthesis of substituted 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones using an accessible, non‐toxic, easy to handle, and recoverable macromolecular Lewis acidic catalyst is developed.</abstract><cop>Chichester, UK</cop><pub>John Wiley &amp; Sons, Inc</pub><doi>10.1002/jhet.4437</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-6524-7176</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0022-152X
ispartof Journal of heterocyclic chemistry, 2022-06, Vol.59 (6), p.997-1006
issn 0022-152X
1943-5193
language eng
recordid cdi_proquest_journals_2674514033
source Wiley Online Library Journals Frontfile Complete
subjects Acrylamide
Catalysts
Chemical synthesis
Ferric chloride
title Poly(N‐vinyl‐2‐pyrrolidone)‐supported ferric chloride: An effective reusable heterogeneous catalyst for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones via three‐component Biginelli reaction
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-08T15%3A19%3A36IST&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=Poly(N%E2%80%90vinyl%E2%80%902%E2%80%90pyrrolidone)%E2%80%90supported%20ferric%20chloride:%20An%20effective%20reusable%20heterogeneous%20catalyst%20for%20one%E2%80%90pot%20synthesis%20of%203,4%E2%80%90dihydropyrimidin%E2%80%902(1H)%E2%80%90ones/thiones%20via%20three%E2%80%90component%20Biginelli%20reaction&rft.jtitle=Journal%20of%20heterocyclic%20chemistry&rft.au=Rahmatpour,%20Ali&rft.date=2022-06&rft.volume=59&rft.issue=6&rft.spage=997&rft.epage=1006&rft.pages=997-1006&rft.issn=0022-152X&rft.eissn=1943-5193&rft_id=info:doi/10.1002/jhet.4437&rft_dat=%3Cproquest_cross%3E2674514033%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=2674514033&rft_id=info:pmid/&rfr_iscdi=true