Pd-Catalyzed Threefold Arylation of Baylis-Hillman Bromides and Acetates with Triarylbismuth Reagents
Functionalized alkyl 2‐benzylacrylates and 2‐benzylacrylonitriles were synthesized by means of atom‐economic cross‐couplings of Baylis–Hillman bromides or acetates with BiAr3 under palladium‐catalyzed conditions. These reactions, involving threefold aryl couplings using BiAr3 reagents with bromides...
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| Veröffentlicht in: | European journal of organic chemistry 2012-08, Vol.2012 (24), p.4580-4589 |
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| container_issue | 24 |
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| container_title | European journal of organic chemistry |
| container_volume | 2012 |
| creator | Rao, Maddali L. N. Giri, Somnath |
| description | Functionalized alkyl 2‐benzylacrylates and 2‐benzylacrylonitriles were synthesized by means of atom‐economic cross‐couplings of Baylis–Hillman bromides or acetates with BiAr3 under palladium‐catalyzed conditions. These reactions, involving threefold aryl couplings using BiAr3 reagents with bromides and acetates, are fast and are completed in 1–2 h with high product yields.
Functionalized alkyl 2‐benzylacrylates and 2‐benzylacrylonitriles were synthesized by cross‐coupling of Baylis–Hillman bromides or acetates with BiAr3 under palladium‐catalyzed conditions. These reactions involve threefold aryl couplings using BiAr3 reagents with bromides and acetates, are fast, and provide high product yields. |
| doi_str_mv | 10.1002/ejoc.201200543 |
| format | Article |
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Functionalized alkyl 2‐benzylacrylates and 2‐benzylacrylonitriles were synthesized by cross‐coupling of Baylis–Hillman bromides or acetates with BiAr3 under palladium‐catalyzed conditions. These reactions involve threefold aryl couplings using BiAr3 reagents with bromides and acetates, are fast, and provide high product yields.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201200543</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Aliphatic compounds ; Alkenes ; Bismuth ; C-C coupling ; Chemistry ; Exact sciences and technology ; Organic chemistry ; Palladium ; Preparations and properties ; Synthetic methods</subject><ispartof>European journal of organic chemistry, 2012-08, Vol.2012 (24), p.4580-4589</ispartof><rights>Copyright © 2012 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3853-2eadc60ffdd495c71173b7ddb162e8f9db5c98c5d0b920084d3a231fd4b5ae9b3</citedby><cites>FETCH-LOGICAL-c3853-2eadc60ffdd495c71173b7ddb162e8f9db5c98c5d0b920084d3a231fd4b5ae9b3</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.201200543$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201200543$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=26340963$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Rao, Maddali L. N.</creatorcontrib><creatorcontrib>Giri, Somnath</creatorcontrib><title>Pd-Catalyzed Threefold Arylation of Baylis-Hillman Bromides and Acetates with Triarylbismuth Reagents</title><title>European journal of organic chemistry</title><addtitle>Eur. J. Org. Chem</addtitle><description>Functionalized alkyl 2‐benzylacrylates and 2‐benzylacrylonitriles were synthesized by means of atom‐economic cross‐couplings of Baylis–Hillman bromides or acetates with BiAr3 under palladium‐catalyzed conditions. These reactions, involving threefold aryl couplings using BiAr3 reagents with bromides and acetates, are fast and are completed in 1–2 h with high product yields.
Functionalized alkyl 2‐benzylacrylates and 2‐benzylacrylonitriles were synthesized by cross‐coupling of Baylis–Hillman bromides or acetates with BiAr3 under palladium‐catalyzed conditions. These reactions involve threefold aryl couplings using BiAr3 reagents with bromides and acetates, are fast, and provide high product yields.</description><subject>Aliphatic compounds</subject><subject>Alkenes</subject><subject>Bismuth</subject><subject>C-C coupling</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Organic chemistry</subject><subject>Palladium</subject><subject>Preparations and properties</subject><subject>Synthetic methods</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNqFkEtLAzEURgdR8Ll1PSAup-Yxryxt8f1EKroLd5IbTU1nNJmi9debUinuXCUXzvlu8iXJPiUDSgg7wkmnBoxQRkiR87VkixIhMlIKsh7vOc8zKvjzZrIdwoQQIsqSbiV4r7MR9ODm36jT8atHNJ3T6bGfO-ht16adSYcwdzZk59a5KbTp0HdTqzGk0EZQYQ99HD5t_5qOvYVoNjZMZ3F8QHjBtg-7yYYBF3Dv99xJHk9PxqPz7Pru7GJ0fJ0pXhc8YwhalcQYrXNRqIrSijeV1g0tGdZG6KZQolaFJo2Iv6xzzYFxanTeFICi4TvJwTL33XcfMwy9nHQz38aVkhY8Z4Kzso7UYEkp34Xg0ch3b6fx3ZISuahSLqqUqyqjcPgbC0GBMx5aZcPKYiXPY50LTiy5T-tw_k-qPLm8G_3dkS1dG3r8Wrng32RZ8aqQT7dn8vmKDStRX8kb_gOUpJVJ</recordid><startdate>201208</startdate><enddate>201208</enddate><creator>Rao, Maddali L. N.</creator><creator>Giri, Somnath</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley-VCH</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201208</creationdate><title>Pd-Catalyzed Threefold Arylation of Baylis-Hillman Bromides and Acetates with Triarylbismuth Reagents</title><author>Rao, Maddali L. N. ; Giri, Somnath</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3853-2eadc60ffdd495c71173b7ddb162e8f9db5c98c5d0b920084d3a231fd4b5ae9b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Aliphatic compounds</topic><topic>Alkenes</topic><topic>Bismuth</topic><topic>C-C coupling</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Organic chemistry</topic><topic>Palladium</topic><topic>Preparations and properties</topic><topic>Synthetic methods</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rao, Maddali L. N.</creatorcontrib><creatorcontrib>Giri, Somnath</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rao, Maddali L. N.</au><au>Giri, Somnath</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pd-Catalyzed Threefold Arylation of Baylis-Hillman Bromides and Acetates with Triarylbismuth Reagents</atitle><jtitle>European journal of organic chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2012-08</date><risdate>2012</risdate><volume>2012</volume><issue>24</issue><spage>4580</spage><epage>4589</epage><pages>4580-4589</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>Functionalized alkyl 2‐benzylacrylates and 2‐benzylacrylonitriles were synthesized by means of atom‐economic cross‐couplings of Baylis–Hillman bromides or acetates with BiAr3 under palladium‐catalyzed conditions. These reactions, involving threefold aryl couplings using BiAr3 reagents with bromides and acetates, are fast and are completed in 1–2 h with high product yields.
Functionalized alkyl 2‐benzylacrylates and 2‐benzylacrylonitriles were synthesized by cross‐coupling of Baylis–Hillman bromides or acetates with BiAr3 under palladium‐catalyzed conditions. These reactions involve threefold aryl couplings using BiAr3 reagents with bromides and acetates, are fast, and provide high product yields.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejoc.201200543</doi><tpages>10</tpages></addata></record> |
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| subjects | Aliphatic compounds Alkenes Bismuth C-C coupling Chemistry Exact sciences and technology Organic chemistry Palladium Preparations and properties Synthetic methods |
| title | Pd-Catalyzed Threefold Arylation of Baylis-Hillman Bromides and Acetates with Triarylbismuth Reagents |
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