An efficient and green synthesis of novel highly functionalized nitrogen-fused pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine derivatives using recyclable choline hydroxide

Choline hydroxide (ChOH) has been found to be a green and efficient basic ionic liquid catalyst for the synthesis of highly functionalized pyrido[2′,3′:3,4]pyrazolo[1,5- a ]pyrimidine derivatives through the reaction of a series of α,β -unsaturated ketones with 1 H -pyrazolo[3,4- b ]pyridin-3-amine...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Research on chemical intermediates 2018-12, Vol.44 (12), p.7311-7329
Hauptverfasser: Krishnammagari, Suresh Kumar, Jeong, Yeon Tae
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 7329
container_issue 12
container_start_page 7311
container_title Research on chemical intermediates
container_volume 44
creator Krishnammagari, Suresh Kumar
Jeong, Yeon Tae
description Choline hydroxide (ChOH) has been found to be a green and efficient basic ionic liquid catalyst for the synthesis of highly functionalized pyrido[2′,3′:3,4]pyrazolo[1,5- a ]pyrimidine derivatives through the reaction of a series of α,β -unsaturated ketones with 1 H -pyrazolo[3,4- b ]pyridin-3-amine under neat conditions. A series of α,β -unsaturated ketones with different substituted functional groups efficiently were converted to their corresponding products in good to excellent isolated yields, and the reactions can be easily scaled up to multigrams. The present environmentally benign and reusable ChOH catalyst offers several advantages such as shorter reaction times, a wide range of functional group tolerance and high yield of products via a simple experimental and work-up procedure. Graphical abstract The imparted features of this methodology are the green reaction, simple procedure, reusability, easy workability and high efficiency of ChOH.
doi_str_mv 10.1007/s11164-018-3558-y
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2133930636</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2133930636</sourcerecordid><originalsourceid>FETCH-LOGICAL-c353t-b236c65f4cbc572cd6aa183a25c1263b3af9c10b16347c12d7b6ed4fd2b509263</originalsourceid><addsrcrecordid>eNp1UcuKFTEUDKLgdfQD3AXc3jh5dNJ93Q2Dj4EBN7oaJKSTk-4MbXJNui_2rPwgV36SX2KaK7hycw6nqCqoUwi9ZPQ1o7S9LIwx1RDKOiKk7Mj6CO2YVB2RqpWP0Y4eOCeKqe4pelbKPaVMdh3doZ9XEYP3wQaIMzbR4SEDRFzWOI9QQsHJ45hOMOExDOO0Yr9EO4cUzRQewOEY5pwGiMQvpZ7HNQeX7vjvH7_2oo43Yt98qaB5SFO6Y3tJzHaGr8GFCNhBDiczhxMUvJQQB5zBrnYy_QTYjmnaSOPqcvoeHDxHT7yZCrz4uy_Q53dvP11_ILcf399cX90SK6SYSc-Fskr6xvZWttw6ZQzrhOHSMq5EL4w_WEZ7pkTTVsi1vQLXeMd7Wf-kxAV6dfY95vRtgTLr-7TkmrhozoQ4CKrExmJnls2plAxeH2suk1fNqN5K0edSdC1Fb6XotWr4WVMqNw6Q_zn_X_QHO0qWFA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2133930636</pqid></control><display><type>article</type><title>An efficient and green synthesis of novel highly functionalized nitrogen-fused pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine derivatives using recyclable choline hydroxide</title><source>SpringerNature Journals</source><creator>Krishnammagari, Suresh Kumar ; Jeong, Yeon Tae</creator><creatorcontrib>Krishnammagari, Suresh Kumar ; Jeong, Yeon Tae</creatorcontrib><description>Choline hydroxide (ChOH) has been found to be a green and efficient basic ionic liquid catalyst for the synthesis of highly functionalized pyrido[2′,3′:3,4]pyrazolo[1,5- a ]pyrimidine derivatives through the reaction of a series of α,β -unsaturated ketones with 1 H -pyrazolo[3,4- b ]pyridin-3-amine under neat conditions. A series of α,β -unsaturated ketones with different substituted functional groups efficiently were converted to their corresponding products in good to excellent isolated yields, and the reactions can be easily scaled up to multigrams. The present environmentally benign and reusable ChOH catalyst offers several advantages such as shorter reaction times, a wide range of functional group tolerance and high yield of products via a simple experimental and work-up procedure. Graphical abstract The imparted features of this methodology are the green reaction, simple procedure, reusability, easy workability and high efficiency of ChOH.</description><identifier>ISSN: 0922-6168</identifier><identifier>EISSN: 1568-5675</identifier><identifier>DOI: 10.1007/s11164-018-3558-y</identifier><language>eng</language><publisher>Dordrecht: Springer Netherlands</publisher><subject>Catalysis ; Catalysts ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Choline ; Derivatives ; Functional groups ; Inorganic Chemistry ; Ionic liquids ; Ions ; Ketones ; Physical Chemistry ; Workability</subject><ispartof>Research on chemical intermediates, 2018-12, Vol.44 (12), p.7311-7329</ispartof><rights>Springer Nature B.V. 2018</rights><rights>Copyright Springer Science &amp; Business Media 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-b236c65f4cbc572cd6aa183a25c1263b3af9c10b16347c12d7b6ed4fd2b509263</citedby><cites>FETCH-LOGICAL-c353t-b236c65f4cbc572cd6aa183a25c1263b3af9c10b16347c12d7b6ed4fd2b509263</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11164-018-3558-y$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11164-018-3558-y$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Krishnammagari, Suresh Kumar</creatorcontrib><creatorcontrib>Jeong, Yeon Tae</creatorcontrib><title>An efficient and green synthesis of novel highly functionalized nitrogen-fused pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine derivatives using recyclable choline hydroxide</title><title>Research on chemical intermediates</title><addtitle>Res Chem Intermed</addtitle><description>Choline hydroxide (ChOH) has been found to be a green and efficient basic ionic liquid catalyst for the synthesis of highly functionalized pyrido[2′,3′:3,4]pyrazolo[1,5- a ]pyrimidine derivatives through the reaction of a series of α,β -unsaturated ketones with 1 H -pyrazolo[3,4- b ]pyridin-3-amine under neat conditions. A series of α,β -unsaturated ketones with different substituted functional groups efficiently were converted to their corresponding products in good to excellent isolated yields, and the reactions can be easily scaled up to multigrams. The present environmentally benign and reusable ChOH catalyst offers several advantages such as shorter reaction times, a wide range of functional group tolerance and high yield of products via a simple experimental and work-up procedure. Graphical abstract The imparted features of this methodology are the green reaction, simple procedure, reusability, easy workability and high efficiency of ChOH.</description><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Choline</subject><subject>Derivatives</subject><subject>Functional groups</subject><subject>Inorganic Chemistry</subject><subject>Ionic liquids</subject><subject>Ions</subject><subject>Ketones</subject><subject>Physical Chemistry</subject><subject>Workability</subject><issn>0922-6168</issn><issn>1568-5675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1UcuKFTEUDKLgdfQD3AXc3jh5dNJ93Q2Dj4EBN7oaJKSTk-4MbXJNui_2rPwgV36SX2KaK7hycw6nqCqoUwi9ZPQ1o7S9LIwx1RDKOiKk7Mj6CO2YVB2RqpWP0Y4eOCeKqe4pelbKPaVMdh3doZ9XEYP3wQaIMzbR4SEDRFzWOI9QQsHJ45hOMOExDOO0Yr9EO4cUzRQewOEY5pwGiMQvpZ7HNQeX7vjvH7_2oo43Yt98qaB5SFO6Y3tJzHaGr8GFCNhBDiczhxMUvJQQB5zBrnYy_QTYjmnaSOPqcvoeHDxHT7yZCrz4uy_Q53dvP11_ILcf399cX90SK6SYSc-Fskr6xvZWttw6ZQzrhOHSMq5EL4w_WEZ7pkTTVsi1vQLXeMd7Wf-kxAV6dfY95vRtgTLr-7TkmrhozoQ4CKrExmJnls2plAxeH2suk1fNqN5K0edSdC1Fb6XotWr4WVMqNw6Q_zn_X_QHO0qWFA</recordid><startdate>20181201</startdate><enddate>20181201</enddate><creator>Krishnammagari, Suresh Kumar</creator><creator>Jeong, Yeon Tae</creator><general>Springer Netherlands</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20181201</creationdate><title>An efficient and green synthesis of novel highly functionalized nitrogen-fused pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine derivatives using recyclable choline hydroxide</title><author>Krishnammagari, Suresh Kumar ; Jeong, Yeon Tae</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-b236c65f4cbc572cd6aa183a25c1263b3af9c10b16347c12d7b6ed4fd2b509263</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Choline</topic><topic>Derivatives</topic><topic>Functional groups</topic><topic>Inorganic Chemistry</topic><topic>Ionic liquids</topic><topic>Ions</topic><topic>Ketones</topic><topic>Physical Chemistry</topic><topic>Workability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Krishnammagari, Suresh Kumar</creatorcontrib><creatorcontrib>Jeong, Yeon Tae</creatorcontrib><collection>CrossRef</collection><jtitle>Research on chemical intermediates</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Krishnammagari, Suresh Kumar</au><au>Jeong, Yeon Tae</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An efficient and green synthesis of novel highly functionalized nitrogen-fused pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine derivatives using recyclable choline hydroxide</atitle><jtitle>Research on chemical intermediates</jtitle><stitle>Res Chem Intermed</stitle><date>2018-12-01</date><risdate>2018</risdate><volume>44</volume><issue>12</issue><spage>7311</spage><epage>7329</epage><pages>7311-7329</pages><issn>0922-6168</issn><eissn>1568-5675</eissn><abstract>Choline hydroxide (ChOH) has been found to be a green and efficient basic ionic liquid catalyst for the synthesis of highly functionalized pyrido[2′,3′:3,4]pyrazolo[1,5- a ]pyrimidine derivatives through the reaction of a series of α,β -unsaturated ketones with 1 H -pyrazolo[3,4- b ]pyridin-3-amine under neat conditions. A series of α,β -unsaturated ketones with different substituted functional groups efficiently were converted to their corresponding products in good to excellent isolated yields, and the reactions can be easily scaled up to multigrams. The present environmentally benign and reusable ChOH catalyst offers several advantages such as shorter reaction times, a wide range of functional group tolerance and high yield of products via a simple experimental and work-up procedure. Graphical abstract The imparted features of this methodology are the green reaction, simple procedure, reusability, easy workability and high efficiency of ChOH.</abstract><cop>Dordrecht</cop><pub>Springer Netherlands</pub><doi>10.1007/s11164-018-3558-y</doi><tpages>19</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0922-6168
ispartof Research on chemical intermediates, 2018-12, Vol.44 (12), p.7311-7329
issn 0922-6168
1568-5675
language eng
recordid cdi_proquest_journals_2133930636
source SpringerNature Journals
subjects Catalysis
Catalysts
Chemical synthesis
Chemistry
Chemistry and Materials Science
Choline
Derivatives
Functional groups
Inorganic Chemistry
Ionic liquids
Ions
Ketones
Physical Chemistry
Workability
title An efficient and green synthesis of novel highly functionalized nitrogen-fused pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine derivatives using recyclable choline hydroxide
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-29T10%3A17%3A22IST&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=An%20efficient%20and%20green%20synthesis%20of%20novel%20highly%20functionalized%20nitrogen-fused%20pyrido%5B2%E2%80%B2,3%E2%80%B2:3,4%5Dpyrazolo%5B1,5-a%5Dpyrimidine%20derivatives%20using%20recyclable%20choline%20hydroxide&rft.jtitle=Research%20on%20chemical%20intermediates&rft.au=Krishnammagari,%20Suresh%20Kumar&rft.date=2018-12-01&rft.volume=44&rft.issue=12&rft.spage=7311&rft.epage=7329&rft.pages=7311-7329&rft.issn=0922-6168&rft.eissn=1568-5675&rft_id=info:doi/10.1007/s11164-018-3558-y&rft_dat=%3Cproquest_cross%3E2133930636%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=2133930636&rft_id=info:pmid/&rfr_iscdi=true