Direct Arylation of Imidazo[1,5-a]azines Through Ruthenium and Palladium Catalysis
The regioselective RuII‐catalyzed direct ortho‐arylation of C‐3 aryl‐substituted imidazo[1,5‐a]azines with (hetero)aryl halides was investigated. The employment of RuII and PdII catalysts in the same flask resulted in two sequential and distinct C–H bond arylations, which allowed the rapid synthesis...
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Veröffentlicht in: | European journal of organic chemistry 2015-01, Vol.2015 (1), p.67-71 |
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creator | Sustac Roman, Daniela Poiret, Valentin Pelletier, Guillaume Charette, André B. |
description | The regioselective RuII‐catalyzed direct ortho‐arylation of C‐3 aryl‐substituted imidazo[1,5‐a]azines with (hetero)aryl halides was investigated. The employment of RuII and PdII catalysts in the same flask resulted in two sequential and distinct C–H bond arylations, which allowed the rapid synthesis of highly conjugated compounds.
The RuII‐catalyzed direct ortho‐arylation of C‐3‐substituted imidazo[1,5‐a]azines with (hetero)aryl halides is investigated. Multiple arylations are performed sequentially in a one‐pot procedure with the use of RuII and PdII catalysts. |
doi_str_mv | 10.1002/ejoc.201403268 |
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The RuII‐catalyzed direct ortho‐arylation of C‐3‐substituted imidazo[1,5‐a]azines with (hetero)aryl halides is investigated. Multiple arylations are performed sequentially in a one‐pot procedure with the use of RuII and PdII catalysts.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201403268</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Arylation ; Bacteriology ; Homogeneous catalysis ; Nitrogen heterocycles ; Palladium ; Ruthenium</subject><ispartof>European journal of organic chemistry, 2015-01, Vol.2015 (1), p.67-71</ispartof><rights>Copyright © 2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3558-edd79bb889dada3897030ec608220b108ab0880df380f50ef5559f976db6431e3</citedby><cites>FETCH-LOGICAL-c3558-edd79bb889dada3897030ec608220b108ab0880df380f50ef5559f976db6431e3</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%2Fejoc.201403268$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201403268$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids></links><search><creatorcontrib>Sustac Roman, Daniela</creatorcontrib><creatorcontrib>Poiret, Valentin</creatorcontrib><creatorcontrib>Pelletier, Guillaume</creatorcontrib><creatorcontrib>Charette, André B.</creatorcontrib><title>Direct Arylation of Imidazo[1,5-a]azines Through Ruthenium and Palladium Catalysis</title><title>European journal of organic chemistry</title><addtitle>Eur. J. Org. Chem</addtitle><description>The regioselective RuII‐catalyzed direct ortho‐arylation of C‐3 aryl‐substituted imidazo[1,5‐a]azines with (hetero)aryl halides was investigated. The employment of RuII and PdII catalysts in the same flask resulted in two sequential and distinct C–H bond arylations, which allowed the rapid synthesis of highly conjugated compounds.
The RuII‐catalyzed direct ortho‐arylation of C‐3‐substituted imidazo[1,5‐a]azines with (hetero)aryl halides is investigated. Multiple arylations are performed sequentially in a one‐pot procedure with the use of RuII and PdII catalysts.</description><subject>Arylation</subject><subject>Bacteriology</subject><subject>Homogeneous catalysis</subject><subject>Nitrogen heterocycles</subject><subject>Palladium</subject><subject>Ruthenium</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkMFLwzAUh4soOKdXzwWvdr40bZocRzfnZE4ZkwkiIW1Sl9m1M2nR7q-3YzK8eXq_B9_3Hvwc5xJBDwH4N2pVpj0fUADYJ_TI6SBgzAPC4LjNAQ48xPDLqXNm7QoAGCGo48wG2qi0cvumyUWly8ItM3e81lJsy1d0HXriTWx1oaw7X5qyfl-6s7paqkLXa1cU0n0SeS7kbotFJfLGanvunGQit-rid3ad59vhPL7zJo-jcdyfeCkOQ-opKSOWJJQyKaTAlEWAQaUEqO9DgoCKBCgFmWEKWQgqC8OQZSwiMiEBRgp3nav93Y0pP2tlK74qa1O0LzkimNDIj6jfUr09lZrSWqMyvjF6LUzDEfBdb3zXGz_01gpsL3zpXDX_0Hx4_xj_db29q22lvg-uMB-cRDgK-WI64tPgYRHMWcwH-Ae4_IA6</recordid><startdate>201501</startdate><enddate>201501</enddate><creator>Sustac Roman, Daniela</creator><creator>Poiret, Valentin</creator><creator>Pelletier, Guillaume</creator><creator>Charette, André B.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201501</creationdate><title>Direct Arylation of Imidazo[1,5-a]azines Through Ruthenium and Palladium Catalysis</title><author>Sustac Roman, Daniela ; Poiret, Valentin ; Pelletier, Guillaume ; Charette, André B.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3558-edd79bb889dada3897030ec608220b108ab0880df380f50ef5559f976db6431e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Arylation</topic><topic>Bacteriology</topic><topic>Homogeneous catalysis</topic><topic>Nitrogen heterocycles</topic><topic>Palladium</topic><topic>Ruthenium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sustac Roman, Daniela</creatorcontrib><creatorcontrib>Poiret, Valentin</creatorcontrib><creatorcontrib>Pelletier, Guillaume</creatorcontrib><creatorcontrib>Charette, André B.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sustac Roman, Daniela</au><au>Poiret, Valentin</au><au>Pelletier, Guillaume</au><au>Charette, André B.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Direct Arylation of Imidazo[1,5-a]azines Through Ruthenium and Palladium Catalysis</atitle><jtitle>European journal of organic chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2015-01</date><risdate>2015</risdate><volume>2015</volume><issue>1</issue><spage>67</spage><epage>71</epage><pages>67-71</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>The regioselective RuII‐catalyzed direct ortho‐arylation of C‐3 aryl‐substituted imidazo[1,5‐a]azines with (hetero)aryl halides was investigated. The employment of RuII and PdII catalysts in the same flask resulted in two sequential and distinct C–H bond arylations, which allowed the rapid synthesis of highly conjugated compounds.
The RuII‐catalyzed direct ortho‐arylation of C‐3‐substituted imidazo[1,5‐a]azines with (hetero)aryl halides is investigated. Multiple arylations are performed sequentially in a one‐pot procedure with the use of RuII and PdII catalysts.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejoc.201403268</doi><tpages>5</tpages></addata></record> |
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subjects | Arylation Bacteriology Homogeneous catalysis Nitrogen heterocycles Palladium Ruthenium |
title | Direct Arylation of Imidazo[1,5-a]azines Through Ruthenium and Palladium Catalysis |
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