Lactam Synthesis via the Intramolecular Hydroamidation of Alkynes Catalyzed by Palladium Complexes
The palladium complexes catalyzed intramolecular hydroamidation reaction of amidoalkynes gives the corresponding lactams in good to high yields. For example, in the presence of 10 mol % of Pd(PPh3)4 and 20 mol % of PhCOOH, the reaction of the amidoalkyne 3a in 1,4-dioxane at 100 °C proceeded smoothl...
Gespeichert in:
| Veröffentlicht in: | Journal of organic chemistry 2006-04, Vol.71 (9), p.3612-3614 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 3614 |
|---|---|
| container_issue | 9 |
| container_start_page | 3612 |
| container_title | Journal of organic chemistry |
| container_volume | 71 |
| creator | Patil, Nitin T Huo, Zhibao Bajracharya, Gan B Yamamoto, Yoshinori |
| description | The palladium complexes catalyzed intramolecular hydroamidation reaction of amidoalkynes gives the corresponding lactams in good to high yields. For example, in the presence of 10 mol % of Pd(PPh3)4 and 20 mol % of PhCOOH, the reaction of the amidoalkyne 3a in 1,4-dioxane at 100 °C proceeded smoothly to give the corresponding lactam 4a in 92% yield. |
| doi_str_mv | 10.1021/jo060142x |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_67884441</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>67884441</sourcerecordid><originalsourceid>FETCH-LOGICAL-a447t-92c6f1ba831bc2c39391bb58971928645aef8d37541bb20e7ff7f5c71970109b3</originalsourceid><addsrcrecordid>eNptkEFv1DAQhS0EotvCgT-AfAGph4DtOHZ8rFbQrViJii5na-LYwq0TL3aCNvx6jHbVcmAuM5r59PTmIfSGkg-UMPrxPhJBKGeHZ2hFG0YqoQh_jlaEMFbVTNRn6Dzne1KqaZqX6IwKwQTlaoW6LZgJBny3jNMPm33GvzzgMuKbcUowxGDNHCDhzdKnCIPvYfJxxNHhq_CwjDbjNUwQlt-2x92CbyEE6P084HUc9sEebH6FXjgI2b4-9Qv0_fOn3XpTbb9e36yvthVwLqdKMSMc7aCtaWeYqVWtaNc1rZJUsVbwBqxr-1o2vKwZsdI56RpTrpJQorr6Ar0_6u5T_DnbPOnBZ2OLn9HGOWsh25ZzTgt4eQRNijkn6_Q--QHSoinRfwPVj4EW9u1JdO4G2z-RpwQL8O4EQDYQXILR-PzEScmKUlu46sj5PNnD4x3SQzFWvtK72zu9ua6_qd0Xqf_RBZOLnzmNJbv_GPwDLAmY3g</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>67884441</pqid></control><display><type>article</type><title>Lactam Synthesis via the Intramolecular Hydroamidation of Alkynes Catalyzed by Palladium Complexes</title><source>ACS Publications</source><creator>Patil, Nitin T ; Huo, Zhibao ; Bajracharya, Gan B ; Yamamoto, Yoshinori</creator><creatorcontrib>Patil, Nitin T ; Huo, Zhibao ; Bajracharya, Gan B ; Yamamoto, Yoshinori</creatorcontrib><description>The palladium complexes catalyzed intramolecular hydroamidation reaction of amidoalkynes gives the corresponding lactams in good to high yields. For example, in the presence of 10 mol % of Pd(PPh3)4 and 20 mol % of PhCOOH, the reaction of the amidoalkyne 3a in 1,4-dioxane at 100 °C proceeded smoothly to give the corresponding lactam 4a in 92% yield.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo060142x</identifier><identifier>PMID: 16626149</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Chemistry ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with only one n hetero atom and condensed derivatives ; Organic chemistry ; Preparations and properties</subject><ispartof>Journal of organic chemistry, 2006-04, Vol.71 (9), p.3612-3614</ispartof><rights>Copyright © 2006 American Chemical Society</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a447t-92c6f1ba831bc2c39391bb58971928645aef8d37541bb20e7ff7f5c71970109b3</citedby><cites>FETCH-LOGICAL-a447t-92c6f1ba831bc2c39391bb58971928645aef8d37541bb20e7ff7f5c71970109b3</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/jo060142x$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo060142x$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17720148$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16626149$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Patil, Nitin T</creatorcontrib><creatorcontrib>Huo, Zhibao</creatorcontrib><creatorcontrib>Bajracharya, Gan B</creatorcontrib><creatorcontrib>Yamamoto, Yoshinori</creatorcontrib><title>Lactam Synthesis via the Intramolecular Hydroamidation of Alkynes Catalyzed by Palladium Complexes</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>The palladium complexes catalyzed intramolecular hydroamidation reaction of amidoalkynes gives the corresponding lactams in good to high yields. For example, in the presence of 10 mol % of Pd(PPh3)4 and 20 mol % of PhCOOH, the reaction of the amidoalkyne 3a in 1,4-dioxane at 100 °C proceeded smoothly to give the corresponding lactam 4a in 92% yield.</description><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNptkEFv1DAQhS0EotvCgT-AfAGph4DtOHZ8rFbQrViJii5na-LYwq0TL3aCNvx6jHbVcmAuM5r59PTmIfSGkg-UMPrxPhJBKGeHZ2hFG0YqoQh_jlaEMFbVTNRn6Dzne1KqaZqX6IwKwQTlaoW6LZgJBny3jNMPm33GvzzgMuKbcUowxGDNHCDhzdKnCIPvYfJxxNHhq_CwjDbjNUwQlt-2x92CbyEE6P084HUc9sEebH6FXjgI2b4-9Qv0_fOn3XpTbb9e36yvthVwLqdKMSMc7aCtaWeYqVWtaNc1rZJUsVbwBqxr-1o2vKwZsdI56RpTrpJQorr6Ar0_6u5T_DnbPOnBZ2OLn9HGOWsh25ZzTgt4eQRNijkn6_Q--QHSoinRfwPVj4EW9u1JdO4G2z-RpwQL8O4EQDYQXILR-PzEScmKUlu46sj5PNnD4x3SQzFWvtK72zu9ua6_qd0Xqf_RBZOLnzmNJbv_GPwDLAmY3g</recordid><startdate>20060428</startdate><enddate>20060428</enddate><creator>Patil, Nitin T</creator><creator>Huo, Zhibao</creator><creator>Bajracharya, Gan B</creator><creator>Yamamoto, Yoshinori</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20060428</creationdate><title>Lactam Synthesis via the Intramolecular Hydroamidation of Alkynes Catalyzed by Palladium Complexes</title><author>Patil, Nitin T ; Huo, Zhibao ; Bajracharya, Gan B ; Yamamoto, Yoshinori</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a447t-92c6f1ba831bc2c39391bb58971928645aef8d37541bb20e7ff7f5c71970109b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Patil, Nitin T</creatorcontrib><creatorcontrib>Huo, Zhibao</creatorcontrib><creatorcontrib>Bajracharya, Gan B</creatorcontrib><creatorcontrib>Yamamoto, Yoshinori</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</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>Patil, Nitin T</au><au>Huo, Zhibao</au><au>Bajracharya, Gan B</au><au>Yamamoto, Yoshinori</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Lactam Synthesis via the Intramolecular Hydroamidation of Alkynes Catalyzed by Palladium Complexes</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2006-04-28</date><risdate>2006</risdate><volume>71</volume><issue>9</issue><spage>3612</spage><epage>3614</epage><pages>3612-3614</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>The palladium complexes catalyzed intramolecular hydroamidation reaction of amidoalkynes gives the corresponding lactams in good to high yields. For example, in the presence of 10 mol % of Pd(PPh3)4 and 20 mol % of PhCOOH, the reaction of the amidoalkyne 3a in 1,4-dioxane at 100 °C proceeded smoothly to give the corresponding lactam 4a in 92% yield.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16626149</pmid><doi>10.1021/jo060142x</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3263 |
| ispartof | Journal of organic chemistry, 2006-04, Vol.71 (9), p.3612-3614 |
| issn | 0022-3263 1520-6904 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_67884441 |
| source | ACS Publications |
| subjects | Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Organic chemistry Preparations and properties |
| title | Lactam Synthesis via the Intramolecular Hydroamidation of Alkynes Catalyzed by Palladium Complexes |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-06T10%3A09%3A49IST&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=Lactam%20Synthesis%20via%20the%20Intramolecular%20Hydroamidation%20of%20Alkynes%20Catalyzed%20by%20Palladium%20Complexes&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Patil,%20Nitin%20T&rft.date=2006-04-28&rft.volume=71&rft.issue=9&rft.spage=3612&rft.epage=3614&rft.pages=3612-3614&rft.issn=0022-3263&rft.eissn=1520-6904&rft.coden=JOCEAH&rft_id=info:doi/10.1021/jo060142x&rft_dat=%3Cproquest_cross%3E67884441%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=67884441&rft_id=info:pmid/16626149&rfr_iscdi=true |