Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides

Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides

A highly efficient iridium-catalyzed cascade annulation of pyrazolones and sulfoxonium ylides to access various pyrazolo­[1,2-α]­cinnoline derivatives has been achieved. This novel approach expanded the application scope of coupling partners to ylides. The control experiments were performed to give...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2019-01, Vol.84 (1), p.409-416
Hauptverfasser: Liu, Chen-Fei, Liu, Man, Dong, Lin
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 416
container_issue 1
container_start_page 409
container_title Journal of organic chemistry
container_volume 84
creator Liu, Chen-Fei
Liu, Man
Dong, Lin
description A highly efficient iridium-catalyzed cascade annulation of pyrazolones and sulfoxonium ylides to access various pyrazolo­[1,2-α]­cinnoline derivatives has been achieved. This novel approach expanded the application scope of coupling partners to ylides. The control experiments were performed to give insight into the mechanism of this reaction.
doi_str_mv 10.1021/acs.joc.8b02582
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2179232120</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2179232120</sourcerecordid><originalsourceid>FETCH-LOGICAL-a399t-a9abd30db95cc2034cdd47db9ef3b3c0137f7b234a66ca2ee2720fb3356be36a3</originalsourceid><addsrcrecordid>eNp1kM9KxDAQh4Mouq6evUmPinZNZratPS6LfwqCgnoQkZImKUbSRJMWXN_KF_GZjOzqzVyGZH7zDfkI2WN0wiiwEy7C5MWJyWlDITuFNTJiGdA0L-l0nYwoBUgRctwi2yG80HiyLNskW0gzYIj5iLxXXks9dAdVVR2mc95zs_hQMrnjVqoumVk7GN5rZ5Pbhe2fVdAhcW1ys_D8wxn3yI4h_fp8EtpaZ7RVIWm96_76Pw-RlNwOpnXvzsZNyYPRUoUdstFyE9Tuqo7J_fnZ3fwyvbq-qOazq5RjWfYpL3kjkcqmzIQAilMh5bSIV9Vig4IyLNqiAZzyPBcclIICaNsgZnmjMOc4JgdL7qt3b4MKfd3pIJQx3Co3hBpYUQICi-wxOVlGhXcheNXWr1533C9qRusf3XXUXUfd9Up3nNhfwYemU_Iv_-s3Bo6WgeXk4G3867-4bz_ojb0</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2179232120</pqid></control><display><type>article</type><title>Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides</title><source>American Chemical Society Publications</source><creator>Liu, Chen-Fei ; Liu, Man ; Dong, Lin</creator><creatorcontrib>Liu, Chen-Fei ; Liu, Man ; Dong, Lin</creatorcontrib><description>A highly efficient iridium-catalyzed cascade annulation of pyrazolones and sulfoxonium ylides to access various pyrazolo­[1,2-α]­cinnoline derivatives has been achieved. This novel approach expanded the application scope of coupling partners to ylides. The control experiments were performed to give insight into the mechanism of this reaction.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.8b02582</identifier><identifier>PMID: 30521336</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2019-01, Vol.84 (1), p.409-416</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a399t-a9abd30db95cc2034cdd47db9ef3b3c0137f7b234a66ca2ee2720fb3356be36a3</citedby><cites>FETCH-LOGICAL-a399t-a9abd30db95cc2034cdd47db9ef3b3c0137f7b234a66ca2ee2720fb3356be36a3</cites><orcidid>0000-0002-8004-821X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.joc.8b02582$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.joc.8b02582$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30521336$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Chen-Fei</creatorcontrib><creatorcontrib>Liu, Man</creatorcontrib><creatorcontrib>Dong, Lin</creatorcontrib><title>Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A highly efficient iridium-catalyzed cascade annulation of pyrazolones and sulfoxonium ylides to access various pyrazolo­[1,2-α]­cinnoline derivatives has been achieved. This novel approach expanded the application scope of coupling partners to ylides. The control experiments were performed to give insight into the mechanism of this reaction.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp1kM9KxDAQh4Mouq6evUmPinZNZratPS6LfwqCgnoQkZImKUbSRJMWXN_KF_GZjOzqzVyGZH7zDfkI2WN0wiiwEy7C5MWJyWlDITuFNTJiGdA0L-l0nYwoBUgRctwi2yG80HiyLNskW0gzYIj5iLxXXks9dAdVVR2mc95zs_hQMrnjVqoumVk7GN5rZ5Pbhe2fVdAhcW1ys_D8wxn3yI4h_fp8EtpaZ7RVIWm96_76Pw-RlNwOpnXvzsZNyYPRUoUdstFyE9Tuqo7J_fnZ3fwyvbq-qOazq5RjWfYpL3kjkcqmzIQAilMh5bSIV9Vig4IyLNqiAZzyPBcclIICaNsgZnmjMOc4JgdL7qt3b4MKfd3pIJQx3Co3hBpYUQICi-wxOVlGhXcheNXWr1533C9qRusf3XXUXUfd9Up3nNhfwYemU_Iv_-s3Bo6WgeXk4G3867-4bz_ojb0</recordid><startdate>20190104</startdate><enddate>20190104</enddate><creator>Liu, Chen-Fei</creator><creator>Liu, Man</creator><creator>Dong, Lin</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-8004-821X</orcidid></search><sort><creationdate>20190104</creationdate><title>Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides</title><author>Liu, Chen-Fei ; Liu, Man ; Dong, Lin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a399t-a9abd30db95cc2034cdd47db9ef3b3c0137f7b234a66ca2ee2720fb3356be36a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Chen-Fei</creatorcontrib><creatorcontrib>Liu, Man</creatorcontrib><creatorcontrib>Dong, Lin</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Chen-Fei</au><au>Liu, Man</au><au>Dong, Lin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2019-01-04</date><risdate>2019</risdate><volume>84</volume><issue>1</issue><spage>409</spage><epage>416</epage><pages>409-416</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>A highly efficient iridium-catalyzed cascade annulation of pyrazolones and sulfoxonium ylides to access various pyrazolo­[1,2-α]­cinnoline derivatives has been achieved. This novel approach expanded the application scope of coupling partners to ylides. The control experiments were performed to give insight into the mechanism of this reaction.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>30521336</pmid><doi>10.1021/acs.joc.8b02582</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-8004-821X</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0022-3263
ispartof Journal of organic chemistry, 2019-01, Vol.84 (1), p.409-416
issn 0022-3263
1520-6904
language eng
recordid cdi_proquest_miscellaneous_2179232120
source American Chemical Society Publications
title Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-01T08%3A55%3A09IST&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=Iridium(III)-Catalyzed%20Tandem%20Annulation%20Synthesis%20of%20Pyrazolo%5B1,2-%CE%B1%5Dcinnolines%20from%20Pyrazolones%20and%20Sulfoxonium%20Ylides&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Liu,%20Chen-Fei&rft.date=2019-01-04&rft.volume=84&rft.issue=1&rft.spage=409&rft.epage=416&rft.pages=409-416&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/acs.joc.8b02582&rft_dat=%3Cproquest_cross%3E2179232120%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=2179232120&rft_id=info:pmid/30521336&rfr_iscdi=true