An Expeditious Route to Eight‐Membered Heterocycles By Nickel‐Catalyzed Cycloaddition: Low‐Temperature CC Bond Cleavage
A cool break: 3-Azetidinone and a variety of diynes undergo a cycloaddition reaction catalyzed by Ni/IPr to give dihydroazocine compounds (see scheme; IPr=1,3-bis(2,6-diisopropylphenyl)imidazolidene). The reaction involves a challenging C[Formulaomitted]--C[Formulaomitted] bond cleavage step, yet, s...
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Veröffentlicht in: | Angewandte Chemie International Edition 2012-08, Vol.51 (34), p.8602-8606 |
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description | A cool break: 3-Azetidinone and a variety of diynes undergo a cycloaddition reaction catalyzed by Ni/IPr to give dihydroazocine compounds (see scheme; IPr=1,3-bis(2,6-diisopropylphenyl)imidazolidene). The reaction involves a challenging C[Formulaomitted]--C[Formulaomitted] bond cleavage step, yet, surprisingly, proceeds at low temperature. |
doi_str_mv | 10.1002/anie.201203521 |
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The reaction involves a challenging C[Formulaomitted]--C[Formulaomitted] bond cleavage step, yet, surprisingly, proceeds at low temperature.</description><subject>Bonding</subject><subject>Breaking</subject><subject>Cleavage</subject><subject>Cycloaddition</subject><subject>Nickel</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNo9kEtOwzAURSMEEqUwZewhkxT_EifM2qhQpAISKuPIcV5KIImLnQBh1CWwBxbCXtgAW8CliNF90j260jued0zwiGBMT2VTwohiQjELKNnxBsSFz4Rgu-7mjPkiCsi-d2Dtg-OjCIcDbz1u0PR1BXnZlrqz6FZ3LaBWo2m5vG-_1u9XUGdgIEczaMFo1asKLJr06LpUj1A5IpGtrPo3hySu1DL_3WrO0Fy_uHoB9QqMbDsDKPn--EzQRDeOrUA-yyUcenuFrCwc_eXQuzufLpKZP7-5uEzGc1_RmBE_DkQWs6CIlWA5D0PFRcwYCRWNuOA4xjnPRZYDiJhwgEgVlDtUiQB4RouIDb2T7e7K6KcObJvWpVVQVbIB93hKBCaEspATh462qDLaWgNFujJlLU2fEpxuVKcb1em_avYD-Np2kA</recordid><startdate>20120820</startdate><enddate>20120820</enddate><creator>Kumar, Puneet</creator><creator>Zhang, Kainan</creator><creator>Louie, Janis</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20120820</creationdate><title>An Expeditious Route to Eight‐Membered Heterocycles By Nickel‐Catalyzed Cycloaddition: Low‐Temperature CC Bond Cleavage</title><author>Kumar, Puneet ; Zhang, Kainan ; Louie, Janis</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2931-957b935f9c73d466c4793316c28474090d4d7bdee7914ee8cf24c73c75e4b2f83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Bonding</topic><topic>Breaking</topic><topic>Cleavage</topic><topic>Cycloaddition</topic><topic>Nickel</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kumar, Puneet</creatorcontrib><creatorcontrib>Zhang, Kainan</creatorcontrib><creatorcontrib>Louie, Janis</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kumar, Puneet</au><au>Zhang, Kainan</au><au>Louie, Janis</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Expeditious Route to Eight‐Membered Heterocycles By Nickel‐Catalyzed Cycloaddition: Low‐Temperature CC Bond Cleavage</atitle><jtitle>Angewandte Chemie International Edition</jtitle><date>2012-08-20</date><risdate>2012</risdate><volume>51</volume><issue>34</issue><spage>8602</spage><epage>8606</epage><pages>8602-8606</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>A cool break: 3-Azetidinone and a variety of diynes undergo a cycloaddition reaction catalyzed by Ni/IPr to give dihydroazocine compounds (see scheme; IPr=1,3-bis(2,6-diisopropylphenyl)imidazolidene). The reaction involves a challenging C[Formulaomitted]--C[Formulaomitted] bond cleavage step, yet, surprisingly, proceeds at low temperature.</abstract><doi>10.1002/anie.201203521</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Bonding Breaking Cleavage Cycloaddition Nickel |
title | An Expeditious Route to Eight‐Membered Heterocycles By Nickel‐Catalyzed Cycloaddition: Low‐Temperature CC Bond Cleavage |
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