Palladium-Catalyzed Migratory Insertion of Isocyanides: An Emerging Platform in Cross-Coupling Chemistry
Isocyanides have been important building blocks in organic synthesis since the discovery of the Ugi reaction and related isocyanide‐based multicomponent reactions. In the past decade isocyanides have found a new application as versatile C1 building blocks in palladium catalysis. Palladium‐catalyzed...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2013-07, Vol.52 (28), p.7084-7097 |
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| creator | Vlaar, Tjøstil Ruijter, Eelco Maes, Bert U. W. Orru, Romano V. A. |
| description | Isocyanides have been important building blocks in organic synthesis since the discovery of the Ugi reaction and related isocyanide‐based multicomponent reactions. In the past decade isocyanides have found a new application as versatile C1 building blocks in palladium catalysis. Palladium‐catalyzed reactions involving isocyanide insertion offer a vast potential for the synthesis of nitrogen‐containing fine chemicals. This Minireview discusses all the achievements in this emerging field.
R you in? Isocyanides (R‐NC) have recently gained attention as novel, versatile C1 building blocks in palladium catalysis. This Minireview highlights the recent progress in palladium‐catalyzed reactions involving isocyanide insertion (imidoylative cross‐couplings), thus illustrating their potential for the rapid construction of a variety of heterocycles and functional groups. |
| doi_str_mv | 10.1002/anie.201300942 |
| format | Article |
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R you in? Isocyanides (R‐NC) have recently gained attention as novel, versatile C1 building blocks in palladium catalysis. This Minireview highlights the recent progress in palladium‐catalyzed reactions involving isocyanide insertion (imidoylative cross‐couplings), thus illustrating their potential for the rapid construction of a variety of heterocycles and functional groups.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201300942</identifier><identifier>PMID: 23754476</identifier><identifier>CODEN: ACIEAY</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Catalysis ; Construction ; Fine chemicals ; Functional groups ; heterocycles ; homogeneous catalysis ; Insertion ; isocyanides ; Palladium ; Platforms ; Synthesis ; synthetic methods</subject><ispartof>Angewandte Chemie International Edition, 2013-07, Vol.52 (28), p.7084-7097</ispartof><rights>Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5472-ffe2bd682c3778e52abb55353c6be2aa848f4f1498d45a4312d9eebcf1219eee3</citedby><cites>FETCH-LOGICAL-c5472-ffe2bd682c3778e52abb55353c6be2aa848f4f1498d45a4312d9eebcf1219eee3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.201300942$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201300942$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23754476$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Vlaar, Tjøstil</creatorcontrib><creatorcontrib>Ruijter, Eelco</creatorcontrib><creatorcontrib>Maes, Bert U. W.</creatorcontrib><creatorcontrib>Orru, Romano V. A.</creatorcontrib><title>Palladium-Catalyzed Migratory Insertion of Isocyanides: An Emerging Platform in Cross-Coupling Chemistry</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. Chem. Int. Ed</addtitle><description>Isocyanides have been important building blocks in organic synthesis since the discovery of the Ugi reaction and related isocyanide‐based multicomponent reactions. In the past decade isocyanides have found a new application as versatile C1 building blocks in palladium catalysis. Palladium‐catalyzed reactions involving isocyanide insertion offer a vast potential for the synthesis of nitrogen‐containing fine chemicals. This Minireview discusses all the achievements in this emerging field.
R you in? Isocyanides (R‐NC) have recently gained attention as novel, versatile C1 building blocks in palladium catalysis. This Minireview highlights the recent progress in palladium‐catalyzed reactions involving isocyanide insertion (imidoylative cross‐couplings), thus illustrating their potential for the rapid construction of a variety of heterocycles and functional groups.</description><subject>Catalysis</subject><subject>Construction</subject><subject>Fine chemicals</subject><subject>Functional groups</subject><subject>heterocycles</subject><subject>homogeneous catalysis</subject><subject>Insertion</subject><subject>isocyanides</subject><subject>Palladium</subject><subject>Platforms</subject><subject>Synthesis</subject><subject>synthetic methods</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqFkUuP0zAUhS0EYh6wZYkssWGT4mfssKuiTqdSGUYIxNJykutOhiQudiLI_HpcdagQm1n5Sv7uOTr3IPSGkgUlhH2wQwsLRignpBDsGTqnktGMK8Wfp1lwnikt6Rm6iPE-8VqT_CU6Y1xJIVR-ju5ubdfZpp36rLSj7eYHaPCndhfs6MOMN0OEMLZ-wN7hTfT1nAwbiB_xcsCrHsKuHXb4trOj86HH7YDL4GPMSj_tu8NXeQd9G8cwv0IvnO0ivH58L9G3q9XX8jrbfl5vyuU2q6VQLHMOWNXkmtUpgwbJbFVJySWv8wqYtVpoJxwVhW6EtIJT1hQAVe0oo2kAfoneH3X3wf-cII4m-deQQg7gp2ioIpQIppR8GuWFTheURZHQd_-h934KQwqSKE11aiDniVocqfpwhADO7EPb2zAbSsyhLnOoy5zqSgtvH2WnqofmhP_tJwHFEfjVdjA_IWeWN5vVv-LZcTfdH36fdm34YXKVDMz3m7W5lusrpbZfzJb_AbyxsIQ</recordid><startdate>20130708</startdate><enddate>20130708</enddate><creator>Vlaar, Tjøstil</creator><creator>Ruijter, Eelco</creator><creator>Maes, Bert U. W.</creator><creator>Orru, Romano V. A.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20130708</creationdate><title>Palladium-Catalyzed Migratory Insertion of Isocyanides: An Emerging Platform in Cross-Coupling Chemistry</title><author>Vlaar, Tjøstil ; Ruijter, Eelco ; Maes, Bert U. W. ; Orru, Romano V. A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5472-ffe2bd682c3778e52abb55353c6be2aa848f4f1498d45a4312d9eebcf1219eee3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Catalysis</topic><topic>Construction</topic><topic>Fine chemicals</topic><topic>Functional groups</topic><topic>heterocycles</topic><topic>homogeneous catalysis</topic><topic>Insertion</topic><topic>isocyanides</topic><topic>Palladium</topic><topic>Platforms</topic><topic>Synthesis</topic><topic>synthetic methods</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vlaar, Tjøstil</creatorcontrib><creatorcontrib>Ruijter, Eelco</creatorcontrib><creatorcontrib>Maes, Bert U. W.</creatorcontrib><creatorcontrib>Orru, Romano V. A.</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</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>Vlaar, Tjøstil</au><au>Ruijter, Eelco</au><au>Maes, Bert U. W.</au><au>Orru, Romano V. A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium-Catalyzed Migratory Insertion of Isocyanides: An Emerging Platform in Cross-Coupling Chemistry</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed</addtitle><date>2013-07-08</date><risdate>2013</risdate><volume>52</volume><issue>28</issue><spage>7084</spage><epage>7097</epage><pages>7084-7097</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><coden>ACIEAY</coden><abstract>Isocyanides have been important building blocks in organic synthesis since the discovery of the Ugi reaction and related isocyanide‐based multicomponent reactions. In the past decade isocyanides have found a new application as versatile C1 building blocks in palladium catalysis. Palladium‐catalyzed reactions involving isocyanide insertion offer a vast potential for the synthesis of nitrogen‐containing fine chemicals. This Minireview discusses all the achievements in this emerging field.
R you in? Isocyanides (R‐NC) have recently gained attention as novel, versatile C1 building blocks in palladium catalysis. This Minireview highlights the recent progress in palladium‐catalyzed reactions involving isocyanide insertion (imidoylative cross‐couplings), thus illustrating their potential for the rapid construction of a variety of heterocycles and functional groups.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>23754476</pmid><doi>10.1002/anie.201300942</doi><tpages>14</tpages><edition>International ed. in English</edition></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Catalysis Construction Fine chemicals Functional groups heterocycles homogeneous catalysis Insertion isocyanides Palladium Platforms Synthesis synthetic methods |
| title | Palladium-Catalyzed Migratory Insertion of Isocyanides: An Emerging Platform in Cross-Coupling Chemistry |
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