Cu-Catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes
This paper reports novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones with a (dimethylphenylsilyl)methyl moiety at the α-position. Diverse nitriles participate in the r...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2020-04, Vol.56 (34), p.4648-4651 |
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creator | Matsuda, Yuki Tsuji, Yasushi Fujihara, Tetsuaki |
description | This paper reports novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones with a (dimethylphenylsilyl)methyl moiety at the α-position. Diverse nitriles participate in the reaction and the corresponding products were obtained in good to high yields with high regioselectivity.
Novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes have been achieved. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones. |
doi_str_mv | 10.1039/d0cc01803a |
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Novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes have been achieved. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d0cc01803a</identifier><identifier>PMID: 32270164</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Chemical reactions ; Coupling ; Dienes ; Ketones ; Nitriles ; Regioselectivity ; Room temperature</subject><ispartof>Chemical communications (Cambridge, England), 2020-04, Vol.56 (34), p.4648-4651</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c509t-771cfa79445a399a7728b8307759cc8add36731ac9c58cc6ecd19fe6522030973</citedby><cites>FETCH-LOGICAL-c509t-771cfa79445a399a7728b8307759cc8add36731ac9c58cc6ecd19fe6522030973</cites><orcidid>0000-0001-6733-0539 ; 0000-0002-6687-2528</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32270164$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Matsuda, Yuki</creatorcontrib><creatorcontrib>Tsuji, Yasushi</creatorcontrib><creatorcontrib>Fujihara, Tetsuaki</creatorcontrib><title>Cu-Catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>This paper reports novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones with a (dimethylphenylsilyl)methyl moiety at the α-position. Diverse nitriles participate in the reaction and the corresponding products were obtained in good to high yields with high regioselectivity.
Novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes have been achieved. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones.</description><subject>Chemical reactions</subject><subject>Coupling</subject><subject>Dienes</subject><subject>Ketones</subject><subject>Nitriles</subject><subject>Regioselectivity</subject><subject>Room temperature</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kctLxDAQxoMouj4u3pWKF5Gt5tE0yXGpTxC8KAgeSnaSapduU5P2sP71Zl0f4MG5zOP7MQzfILRP8BnBTJ0bDICJxEyvoRFheZbyTD6tL2uuUsEyvoW2Q5jhGITLTbTFKBWY5NkIPRdDWuheN4t3a5L-1Vubgpt3rrVtn4AbuqZuXxJvNfS1a0MyhGXf1r2vGxvGCRmz1NS2tSHRrUlC3SyaqfM6DnbRRqWbYPe-8g56vLp8KG7Su_vr22JylwLHqk-FIFBpobKMa6aUFoLKqWRYCK4ApDaG5YIRDQq4BMgtGKIqm3NKMcNKsB10strbefc22NCX8zqAbZp4hBtCSZmUGNMspxE9_oPO3ODbeF2kFI-uZFRG6nRFgXcheFuVna_n2i9Kgsul5eUFLopPyycRPvxaOUzn1vyg3x5H4GAF-AA_6u_Pon70n152pmIfL1CPwg</recordid><startdate>20200430</startdate><enddate>20200430</enddate><creator>Matsuda, Yuki</creator><creator>Tsuji, Yasushi</creator><creator>Fujihara, Tetsuaki</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-6733-0539</orcidid><orcidid>https://orcid.org/0000-0002-6687-2528</orcidid></search><sort><creationdate>20200430</creationdate><title>Cu-Catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes</title><author>Matsuda, Yuki ; Tsuji, Yasushi ; Fujihara, Tetsuaki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c509t-771cfa79445a399a7728b8307759cc8add36731ac9c58cc6ecd19fe6522030973</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Chemical reactions</topic><topic>Coupling</topic><topic>Dienes</topic><topic>Ketones</topic><topic>Nitriles</topic><topic>Regioselectivity</topic><topic>Room temperature</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matsuda, Yuki</creatorcontrib><creatorcontrib>Tsuji, Yasushi</creatorcontrib><creatorcontrib>Fujihara, Tetsuaki</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matsuda, Yuki</au><au>Tsuji, Yasushi</au><au>Fujihara, Tetsuaki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cu-Catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2020-04-30</date><risdate>2020</risdate><volume>56</volume><issue>34</issue><spage>4648</spage><epage>4651</epage><pages>4648-4651</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>This paper reports novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones with a (dimethylphenylsilyl)methyl moiety at the α-position. Diverse nitriles participate in the reaction and the corresponding products were obtained in good to high yields with high regioselectivity.
Novel Cu-catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes have been achieved. The desired reactions proceed at room temperature and yield β,γ-unsaturated ketones.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>32270164</pmid><doi>10.1039/d0cc01803a</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-6733-0539</orcidid><orcidid>https://orcid.org/0000-0002-6687-2528</orcidid><oa>free_for_read</oa></addata></record> |
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Chemical reactions Coupling Dienes Ketones Nitriles Regioselectivity Room temperature |
title | Cu-Catalyzed three-component coupling reactions using nitriles, 1,3-dienes and silylboranes |
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