Synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from o -alkynylanilines via metal-free diazotization reagent
A facile and user-friendly protocol for the synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from -alkynylaniline in good-to-excellent yields has been developed using a metal-free diazotization reagent (a combination of BF ·OEt and TBN). The methodology has been further ex...
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Veröffentlicht in: | Organic & biomolecular chemistry 2024-03, Vol.22 (13), p.2608-2619 |
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container_title | Organic & biomolecular chemistry |
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creator | Kumar, Madan Goswami, Avijit |
description | A facile and user-friendly protocol for the synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from
-alkynylaniline in good-to-excellent yields has been developed using a metal-free diazotization reagent (a combination of BF
·OEt
and TBN). The methodology has been further extended to construct bis-cinnolinones and for the chemoselective synthesis of
-propargylated cinnolinones. |
doi_str_mv | 10.1039/d4ob00058g |
format | Article |
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-alkynylaniline in good-to-excellent yields has been developed using a metal-free diazotization reagent (a combination of BF
·OEt
and TBN). The methodology has been further extended to construct bis-cinnolinones and for the chemoselective synthesis of
-propargylated cinnolinones.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d4ob00058g</identifier><identifier>PMID: 38450716</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Reagents ; Synthesis</subject><ispartof>Organic & biomolecular chemistry, 2024-03, Vol.22 (13), p.2608-2619</ispartof><rights>Copyright Royal Society of Chemistry 2024</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c274t-f7d7ef07e26f5e678b8d8da5c0b423a4214546cb2d0df2d637420468aa33a12c3</cites><orcidid>0000-0003-2798-1956</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38450716$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kumar, Madan</creatorcontrib><creatorcontrib>Goswami, Avijit</creatorcontrib><title>Synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from o -alkynylanilines via metal-free diazotization reagent</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>A facile and user-friendly protocol for the synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from
-alkynylaniline in good-to-excellent yields has been developed using a metal-free diazotization reagent (a combination of BF
·OEt
and TBN). The methodology has been further extended to construct bis-cinnolinones and for the chemoselective synthesis of
-propargylated cinnolinones.</description><subject>Reagents</subject><subject>Synthesis</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNpdkc1OFzEUxRujkS83PoBpwsYQRzptp-0sFRBNSFig60lnegvFTgttxzA8AY9t-fC_cHXvSX735OQehN635HNLWH9oeBwJIZ26fIW2Wy5lQzrWv97slGyhnZyvCWl7KfhbtMUU74hsxTZ6uFhDuYLsMo4Wl-SsX2KKUK7i3Xqo0-rrxJMLIXoXIH_a7LEqrIPBLhh9H31VNsUZR9xo_3sNq9fBPd3gP07jGYr2jU0A2LjKF3evi4sBJ9CXEMoeemO1z_DuZe6iX99Ofh59b87OT38cfTlrJip5aaw0EiyRQIXtQEg1KqOM7iYycso0py3vuJhGaoix1AgmOSVcKK0Z0y2d2C76-Ox7k-LtArkMs8sT-JoW4pIH2lcPpSjtK7r_H3odlxRqukop0feCqUfq4JmaUsw5gR1ukpvr54aWDI_9DMf8_OtTP6cV_vBiuYwzmA36rxD2Fw2ljj0</recordid><startdate>20240327</startdate><enddate>20240327</enddate><creator>Kumar, Madan</creator><creator>Goswami, Avijit</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-2798-1956</orcidid></search><sort><creationdate>20240327</creationdate><title>Synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from o -alkynylanilines via metal-free diazotization reagent</title><author>Kumar, Madan ; Goswami, Avijit</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c274t-f7d7ef07e26f5e678b8d8da5c0b423a4214546cb2d0df2d637420468aa33a12c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Reagents</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kumar, Madan</creatorcontrib><creatorcontrib>Goswami, Avijit</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kumar, Madan</au><au>Goswami, Avijit</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from o -alkynylanilines via metal-free diazotization reagent</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2024-03-27</date><risdate>2024</risdate><volume>22</volume><issue>13</issue><spage>2608</spage><epage>2619</epage><pages>2608-2619</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A facile and user-friendly protocol for the synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from
-alkynylaniline in good-to-excellent yields has been developed using a metal-free diazotization reagent (a combination of BF
·OEt
and TBN). The methodology has been further extended to construct bis-cinnolinones and for the chemoselective synthesis of
-propargylated cinnolinones.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>38450716</pmid><doi>10.1039/d4ob00058g</doi><tpages>12</tpages><orcidid>https://orcid.org/0000-0003-2798-1956</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Reagents Synthesis |
title | Synthesis of trifluoroethoxy/aryloxy cinnolines, cinnolinones and indazoles from o -alkynylanilines via metal-free diazotization reagent |
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