Palladium‐Catalyzed Synthesis of Tetrasubstituted Olefins by Triple Domino Process
An efficient, highly regio‐ and stereoselective protocol for the synthesis of tetrasubstituted olefins was developed to take place by a palladium(0)‐catalyzed triple domino process. It involves the formation of three new C−C bonds through double carbopalladation and C−H activation across 2‐bromoaryl...
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| Veröffentlicht in: | Advanced synthesis & catalysis 2017-07, Vol.359 (14), p.2407-2413 |
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| container_title | Advanced synthesis & catalysis |
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| creator | Naveen, Kanagaraj Nikson, Savariyappan Albert Perumal, Paramasivan Thirumalai |
| description | An efficient, highly regio‐ and stereoselective protocol for the synthesis of tetrasubstituted olefins was developed to take place by a palladium(0)‐catalyzed triple domino process. It involves the formation of three new C−C bonds through double carbopalladation and C−H activation across 2‐bromoaryl alkynyl biaryls/heteroaryls with norbornene. This method is practically simple with broad substrate scope and tolerates a wide range of substituents. The products bearing 9H‐pyrrolo[1,2‐a]indole motifs reveal intriguing solid state fluorescence properties and thus form a new class of aggregation induced emission (AIE) fluorophores. |
| doi_str_mv | 10.1002/adsc.201700169 |
| format | Article |
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It involves the formation of three new C−C bonds through double carbopalladation and C−H activation across 2‐bromoaryl alkynyl biaryls/heteroaryls with norbornene. This method is practically simple with broad substrate scope and tolerates a wide range of substituents. 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The products bearing 9H‐pyrrolo[1,2‐a]indole motifs reveal intriguing solid state fluorescence properties and thus form a new class of aggregation induced emission (AIE) fluorophores.</description><subject>Agglomeration</subject><subject>Alkenes</subject><subject>carbopalladation</subject><subject>Chemical compounds</subject><subject>Chemical synthesis</subject><subject>C−H activation</subject><subject>domino reaction</subject><subject>Fluorescence</subject><subject>Palladium</subject><subject>palladium catalyst</subject><subject>Solid state</subject><subject>tetrasubstituted olefin</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkE9Lw0AQxRdRsFavngOeU2ezyWb3WFL_QaGFxvOySWZxS5rU3QSJJz-Cn9FPYkpFj57mwfzeDO8Rck1hRgGiW135chYBTQEolydkQjlNwnjUp786gXNy4f12RFKRphOSr3Vd68r2u6-Pz0x3uh7esQo2Q9O9oLc-aE2QY-e07wvf2a7vxu2qRmMbHxRDkDu7rzFYtDvbtMHatSV6f0nOjK49Xv3MKXm-v8uzx3C5enjK5suwZEksQ-RlCkZr1JwzVmAiDQhRcihjKOK40BokE8BSHRlBNZgqkhhxwdEwKhLBpuTmeHfv2tcefae2be-a8aWiMoIxOk_YSM2OVOla7x0atXd2p92gKKhDc-rQnPptbjTIo-HN1jj8Q6v5YpP9eb8BfHxzwg</recordid><startdate>20170717</startdate><enddate>20170717</enddate><creator>Naveen, Kanagaraj</creator><creator>Nikson, Savariyappan Albert</creator><creator>Perumal, Paramasivan Thirumalai</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20170717</creationdate><title>Palladium‐Catalyzed Synthesis of Tetrasubstituted Olefins by Triple Domino Process</title><author>Naveen, Kanagaraj ; Nikson, Savariyappan Albert ; Perumal, Paramasivan Thirumalai</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3549-e6c70faaea6633be59f088c60c40b44baa0938037a2f81a0fd29e2686ef318583</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Agglomeration</topic><topic>Alkenes</topic><topic>carbopalladation</topic><topic>Chemical compounds</topic><topic>Chemical synthesis</topic><topic>C−H activation</topic><topic>domino reaction</topic><topic>Fluorescence</topic><topic>Palladium</topic><topic>palladium catalyst</topic><topic>Solid state</topic><topic>tetrasubstituted olefin</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Naveen, Kanagaraj</creatorcontrib><creatorcontrib>Nikson, Savariyappan Albert</creatorcontrib><creatorcontrib>Perumal, Paramasivan Thirumalai</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Naveen, Kanagaraj</au><au>Nikson, Savariyappan Albert</au><au>Perumal, Paramasivan Thirumalai</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium‐Catalyzed Synthesis of Tetrasubstituted Olefins by Triple Domino Process</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2017-07-17</date><risdate>2017</risdate><volume>359</volume><issue>14</issue><spage>2407</spage><epage>2413</epage><pages>2407-2413</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>An efficient, highly regio‐ and stereoselective protocol for the synthesis of tetrasubstituted olefins was developed to take place by a palladium(0)‐catalyzed triple domino process. 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| ispartof | Advanced synthesis & catalysis, 2017-07, Vol.359 (14), p.2407-2413 |
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| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Agglomeration Alkenes carbopalladation Chemical compounds Chemical synthesis C−H activation domino reaction Fluorescence Palladium palladium catalyst Solid state tetrasubstituted olefin |
| title | Palladium‐Catalyzed Synthesis of Tetrasubstituted Olefins by Triple Domino Process |
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