Palladium-Catalyzed Intramolecular N-Arylation of Heteroarenes: A Novel and Efficient Route to Benzimidazo[1,2-a]quinolines
An efficient new route for the synthesis of benzimidazo[1,2-a]quinolines has been developed via the palladium-catalyzed intramolecular Buchwald−Harwtig aryl amination of newly synthesized 2-(2‘-bromoanilino)quinolines.
Gespeichert in:
| Veröffentlicht in: | Journal of organic chemistry 2006-02, Vol.71 (3), p.1280-1283 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1283 |
|---|---|
| container_issue | 3 |
| container_start_page | 1280 |
| container_title | Journal of organic chemistry |
| container_volume | 71 |
| creator | Venkatesh, C Sundaram, G. S. M Ila, H Junjappa, H |
| description | An efficient new route for the synthesis of benzimidazo[1,2-a]quinolines has been developed via the palladium-catalyzed intramolecular Buchwald−Harwtig aryl amination of newly synthesized 2-(2‘-bromoanilino)quinolines. |
| doi_str_mv | 10.1021/jo0522411 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_70737646</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>70737646</sourcerecordid><originalsourceid>FETCH-LOGICAL-a447t-1c6f72ff1db68f5ff0036cc4e75e3753c510d847b33e821ea72b4cdfb0fa8a393</originalsourceid><addsrcrecordid>eNptkc9qFEEQxhtRzCZ68AWkLwqCo_1nenribV2iCYR10QiiSFPTUw0dZ6aT7png7kG8-po-ia27ZC_WpQ71q4-vviLkEWcvOBP85WVgSoiS8ztkxpVgRXXMyrtkxpgQhRSVPCCHKV2yXEqp--SAV6Wslapm5McKug5aP_XFAkbo1hts6dkwRuhDh3bqINJlMY_rDkYfBhocPcURY4CIA6ZXv3_-onO6DDfYURhaeuKctx6Hkb4P04h0DPQ1Dhvf-xY24Qt_Lgr4ej35IXQ-7z8g9xx0CR_u-hH5-ObkYnFanL97e7aYnxdQlnosuK2cFs7xtqlqp5xjTFbWlqgVSq2kVZy1dakbKbEWHEGLprSta5iDGuSxPCJPt7pXMVxPmEbT-2Qxnz5gmJLRTEtdlVUGn21BG0NKEZ25ir6HuDacmb9hm9uwM_t4Jzo1PbZ7cpduBp7sAEgWOhdhsD7tOa3zh_65K7acTyN-v51D_Gaq7EuZi9UHUy5XC_WZa_Nprws2ZT9THHJ2_zH4B8kAo3w</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>70737646</pqid></control><display><type>article</type><title>Palladium-Catalyzed Intramolecular N-Arylation of Heteroarenes: A Novel and Efficient Route to Benzimidazo[1,2-a]quinolines</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Venkatesh, C ; Sundaram, G. S. M ; Ila, H ; Junjappa, H</creator><creatorcontrib>Venkatesh, C ; Sundaram, G. S. M ; Ila, H ; Junjappa, H</creatorcontrib><description>An efficient new route for the synthesis of benzimidazo[1,2-a]quinolines has been developed via the palladium-catalyzed intramolecular Buchwald−Harwtig aryl amination of newly synthesized 2-(2‘-bromoanilino)quinolines.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo0522411</identifier><identifier>PMID: 16438556</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Benzimidazoles - chemical synthesis ; Benzimidazoles - chemistry ; Catalysis ; Chemistry ; Cyclization ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings ; Isoquinolines - chemical synthesis ; Isoquinolines - chemistry ; Ligands ; Molecular Structure ; Organic chemistry ; Palladium - chemistry ; Preparations and properties ; Solvents ; Temperature</subject><ispartof>Journal of organic chemistry, 2006-02, Vol.71 (3), p.1280-1283</ispartof><rights>Copyright © 2006 American Chemical Society</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a447t-1c6f72ff1db68f5ff0036cc4e75e3753c510d847b33e821ea72b4cdfb0fa8a393</citedby><cites>FETCH-LOGICAL-a447t-1c6f72ff1db68f5ff0036cc4e75e3753c510d847b33e821ea72b4cdfb0fa8a393</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jo0522411$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo0522411$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>315,781,785,2766,27078,27926,27927,56740,56790</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17700239$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16438556$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Venkatesh, C</creatorcontrib><creatorcontrib>Sundaram, G. S. M</creatorcontrib><creatorcontrib>Ila, H</creatorcontrib><creatorcontrib>Junjappa, H</creatorcontrib><title>Palladium-Catalyzed Intramolecular N-Arylation of Heteroarenes: A Novel and Efficient Route to Benzimidazo[1,2-a]quinolines</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>An efficient new route for the synthesis of benzimidazo[1,2-a]quinolines has been developed via the palladium-catalyzed intramolecular Buchwald−Harwtig aryl amination of newly synthesized 2-(2‘-bromoanilino)quinolines.</description><subject>Benzimidazoles - chemical synthesis</subject><subject>Benzimidazoles - chemistry</subject><subject>Catalysis</subject><subject>Chemistry</subject><subject>Cyclization</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Isoquinolines - chemical synthesis</subject><subject>Isoquinolines - chemistry</subject><subject>Ligands</subject><subject>Molecular Structure</subject><subject>Organic chemistry</subject><subject>Palladium - chemistry</subject><subject>Preparations and properties</subject><subject>Solvents</subject><subject>Temperature</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkc9qFEEQxhtRzCZ68AWkLwqCo_1nenribV2iCYR10QiiSFPTUw0dZ6aT7png7kG8-po-ia27ZC_WpQ71q4-vviLkEWcvOBP85WVgSoiS8ztkxpVgRXXMyrtkxpgQhRSVPCCHKV2yXEqp--SAV6Wslapm5McKug5aP_XFAkbo1hts6dkwRuhDh3bqINJlMY_rDkYfBhocPcURY4CIA6ZXv3_-onO6DDfYURhaeuKctx6Hkb4P04h0DPQ1Dhvf-xY24Qt_Lgr4ej35IXQ-7z8g9xx0CR_u-hH5-ObkYnFanL97e7aYnxdQlnosuK2cFs7xtqlqp5xjTFbWlqgVSq2kVZy1dakbKbEWHEGLprSta5iDGuSxPCJPt7pXMVxPmEbT-2Qxnz5gmJLRTEtdlVUGn21BG0NKEZ25ir6HuDacmb9hm9uwM_t4Jzo1PbZ7cpduBp7sAEgWOhdhsD7tOa3zh_65K7acTyN-v51D_Gaq7EuZi9UHUy5XC_WZa_Nprws2ZT9THHJ2_zH4B8kAo3w</recordid><startdate>20060203</startdate><enddate>20060203</enddate><creator>Venkatesh, C</creator><creator>Sundaram, G. S. M</creator><creator>Ila, H</creator><creator>Junjappa, H</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20060203</creationdate><title>Palladium-Catalyzed Intramolecular N-Arylation of Heteroarenes: A Novel and Efficient Route to Benzimidazo[1,2-a]quinolines</title><author>Venkatesh, C ; Sundaram, G. S. M ; Ila, H ; Junjappa, H</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a447t-1c6f72ff1db68f5ff0036cc4e75e3753c510d847b33e821ea72b4cdfb0fa8a393</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Benzimidazoles - chemical synthesis</topic><topic>Benzimidazoles - chemistry</topic><topic>Catalysis</topic><topic>Chemistry</topic><topic>Cyclization</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Isoquinolines - chemical synthesis</topic><topic>Isoquinolines - chemistry</topic><topic>Ligands</topic><topic>Molecular Structure</topic><topic>Organic chemistry</topic><topic>Palladium - chemistry</topic><topic>Preparations and properties</topic><topic>Solvents</topic><topic>Temperature</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Venkatesh, C</creatorcontrib><creatorcontrib>Sundaram, G. S. M</creatorcontrib><creatorcontrib>Ila, H</creatorcontrib><creatorcontrib>Junjappa, H</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><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>Venkatesh, C</au><au>Sundaram, G. S. M</au><au>Ila, H</au><au>Junjappa, H</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium-Catalyzed Intramolecular N-Arylation of Heteroarenes: A Novel and Efficient Route to Benzimidazo[1,2-a]quinolines</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2006-02-03</date><risdate>2006</risdate><volume>71</volume><issue>3</issue><spage>1280</spage><epage>1283</epage><pages>1280-1283</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>An efficient new route for the synthesis of benzimidazo[1,2-a]quinolines has been developed via the palladium-catalyzed intramolecular Buchwald−Harwtig aryl amination of newly synthesized 2-(2‘-bromoanilino)quinolines.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16438556</pmid><doi>10.1021/jo0522411</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3263 |
| ispartof | Journal of organic chemistry, 2006-02, Vol.71 (3), p.1280-1283 |
| issn | 0022-3263 1520-6904 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_70737646 |
| source | MEDLINE; American Chemical Society Journals |
| subjects | Benzimidazoles - chemical synthesis Benzimidazoles - chemistry Catalysis Chemistry Cyclization Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Isoquinolines - chemical synthesis Isoquinolines - chemistry Ligands Molecular Structure Organic chemistry Palladium - chemistry Preparations and properties Solvents Temperature |
| title | Palladium-Catalyzed Intramolecular N-Arylation of Heteroarenes: A Novel and Efficient Route to Benzimidazo[1,2-a]quinolines |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-18T12%3A45%3A28IST&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=Palladium-Catalyzed%20Intramolecular%20N-Arylation%20of%20Heteroarenes:%E2%80%89%20A%20Novel%20and%20Efficient%20Route%20to%20Benzimidazo%5B1,2-a%5Dquinolines&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Venkatesh,%20C&rft.date=2006-02-03&rft.volume=71&rft.issue=3&rft.spage=1280&rft.epage=1283&rft.pages=1280-1283&rft.issn=0022-3263&rft.eissn=1520-6904&rft.coden=JOCEAH&rft_id=info:doi/10.1021/jo0522411&rft_dat=%3Cproquest_cross%3E70737646%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=70737646&rft_id=info:pmid/16438556&rfr_iscdi=true |