Multicomponent Domino Reaction from β-Ketoamides: Highly Efficient Access to Original Polyfunctionalized 2,6-Diazabicyclo[2.2.2]octane Cores
We describe a new multicomponent domino reaction from β-ketoamides, involved as substrates and as nucleophilic partners. We obtain highly functionalized and original 2,6-diazabicyclo[2.2.2]octane cores (2,6-DABCO) in a five-step one-pot sequence, which is fast, environmentally friendly, operationall...
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| Veröffentlicht in: | Journal of the American Chemical Society 2005-12, Vol.127 (49), p.17176-17177 |
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| container_end_page | 17177 |
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| container_issue | 49 |
| container_start_page | 17176 |
| container_title | Journal of the American Chemical Society |
| container_volume | 127 |
| creator | Liéby-Muller, Frédéric Constantieux, Thierry Rodriguez, Jean |
| description | We describe a new multicomponent domino reaction from β-ketoamides, involved as substrates and as nucleophilic partners. We obtain highly functionalized and original 2,6-diazabicyclo[2.2.2]octane cores (2,6-DABCO) in a five-step one-pot sequence, which is fast, environmentally friendly, operationally simple to manage, and combines step- and atom-economic aspects. |
| doi_str_mv | 10.1021/ja055885z |
| format | Article |
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We obtain highly functionalized and original 2,6-diazabicyclo[2.2.2]octane cores (2,6-DABCO) in a five-step one-pot sequence, which is fast, environmentally friendly, operationally simple to manage, and combines step- and atom-economic aspects.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja055885z</identifier><identifier>PMID: 16332052</identifier><identifier>CODEN: JACSAT</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Chemistry ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings ; Organic chemistry ; Preparations and properties</subject><ispartof>Journal of the American Chemical Society, 2005-12, Vol.127 (49), p.17176-17177</ispartof><rights>Copyright © 2005 American Chemical Society</rights><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a381t-a4a81cd2e8425095f1ef6bcac62ac2baf17ab93daa5f9e49e817dcbbf61828f93</citedby><cites>FETCH-LOGICAL-a381t-a4a81cd2e8425095f1ef6bcac62ac2baf17ab93daa5f9e49e817dcbbf61828f93</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/ja055885z$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja055885z$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2751,27055,27903,27904,56716,56766</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17371298$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16332052$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liéby-Muller, Frédéric</creatorcontrib><creatorcontrib>Constantieux, Thierry</creatorcontrib><creatorcontrib>Rodriguez, Jean</creatorcontrib><title>Multicomponent Domino Reaction from β-Ketoamides: Highly Efficient Access to Original Polyfunctionalized 2,6-Diazabicyclo[2.2.2]octane Cores</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>We describe a new multicomponent domino reaction from β-ketoamides, involved as substrates and as nucleophilic partners. 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Am. Chem. Soc</addtitle><date>2005-12-14</date><risdate>2005</risdate><volume>127</volume><issue>49</issue><spage>17176</spage><epage>17177</epage><pages>17176-17177</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>We describe a new multicomponent domino reaction from β-ketoamides, involved as substrates and as nucleophilic partners. We obtain highly functionalized and original 2,6-diazabicyclo[2.2.2]octane cores (2,6-DABCO) in a five-step one-pot sequence, which is fast, environmentally friendly, operationally simple to manage, and combines step- and atom-economic aspects.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16332052</pmid><doi>10.1021/ja055885z</doi><tpages>2</tpages></addata></record> |
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| ispartof | Journal of the American Chemical Society, 2005-12, Vol.127 (49), p.17176-17177 |
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| language | eng |
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| source | ACS Publications |
| subjects | Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Organic chemistry Preparations and properties |
| title | Multicomponent Domino Reaction from β-Ketoamides: Highly Efficient Access to Original Polyfunctionalized 2,6-Diazabicyclo[2.2.2]octane Cores |
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