Versatile Synthesis of Benzothiophenes and Benzoselenophenes by Rapid Assembly of Arylzinc Reagents, Alkynes, and Elemental Chalcogens
Rapidly aSSembled: The combination of cobalt‐catalyzed migratory arylzincation and copper‐mediated/catalyzed chalcogenative cyclization allows the construction of benzothiophenes and benzoselenophenes from arylzinc reagents, alkynes, and elemental chalcogens. Benzothiophenes and benzoselenophenes di...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2013-09, Vol.52 (40), p.10496-10499 |
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| container_issue | 40 |
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| container_title | Angewandte Chemie International Edition |
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| creator | Wu, Bin Yoshikai, Naohiko |
| description | Rapidly aSSembled: The combination of cobalt‐catalyzed migratory arylzincation and copper‐mediated/catalyzed chalcogenative cyclization allows the construction of benzothiophenes and benzoselenophenes from arylzinc reagents, alkynes, and elemental chalcogens. Benzothiophenes and benzoselenophenes diversely functionalized at the benzene ring moiety can be prepared, which are not readily accessible by conventional methods. |
| doi_str_mv | 10.1002/anie.201304546 |
| format | Article |
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Benzothiophenes and benzoselenophenes diversely functionalized at the benzene ring moiety can be prepared, which are not readily accessible by conventional methods.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201304546</identifier><identifier>PMID: 23960030</identifier><identifier>CODEN: ACIEAY</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Accessibility ; Alkynes ; Alkynes - chemical synthesis ; Alkynes - chemistry ; Assembly ; Benzene ; Chalcogens - chemical synthesis ; Chalcogens - chemistry ; Construction ; copper ; Cyclization ; heterocycles ; multicomponent coupling ; Organometallic Compounds - chemistry ; selenium ; Selenium Compounds - chemical synthesis ; Selenium Compounds - chemistry ; sulfur ; Synthesis ; Thiophenes - chemical synthesis ; Thiophenes - chemistry ; Zinc - chemistry</subject><ispartof>Angewandte Chemie International Edition, 2013-09, Vol.52 (40), p.10496-10499</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. 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Chem. Int. Ed</addtitle><description>Rapidly aSSembled: The combination of cobalt‐catalyzed migratory arylzincation and copper‐mediated/catalyzed chalcogenative cyclization allows the construction of benzothiophenes and benzoselenophenes from arylzinc reagents, alkynes, and elemental chalcogens. Benzothiophenes and benzoselenophenes diversely functionalized at the benzene ring moiety can be prepared, which are not readily accessible by conventional methods.</description><subject>Accessibility</subject><subject>Alkynes</subject><subject>Alkynes - chemical synthesis</subject><subject>Alkynes - chemistry</subject><subject>Assembly</subject><subject>Benzene</subject><subject>Chalcogens - chemical synthesis</subject><subject>Chalcogens - chemistry</subject><subject>Construction</subject><subject>copper</subject><subject>Cyclization</subject><subject>heterocycles</subject><subject>multicomponent coupling</subject><subject>Organometallic Compounds - chemistry</subject><subject>selenium</subject><subject>Selenium Compounds - chemical synthesis</subject><subject>Selenium Compounds - chemistry</subject><subject>sulfur</subject><subject>Synthesis</subject><subject>Thiophenes - chemical synthesis</subject><subject>Thiophenes - chemistry</subject><subject>Zinc - chemistry</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0c1u1DAUBeAIgWgpbFkiS2xYNIM9TmxnGUbToagqqPzurDv2DZPWcYY4ozZ9AJ4bh7QjxKYrW1ffPZJ9kuQlozNG6fwt-Bpnc8o4zfJMPEoOWT5nKZeSP473jPNUqpwdJM9CuIxeKSqeJgdzXghKOT1Mfn_DLkBfOySfB99vMNSBtBV5h_627Td1u92gx0DA22kW0KG_n64HcgHb2pIyBGzWbhhXy25wt7U35ALhJ_o-HJPSXQ3RH_-NWTps4hgcWWzAmTaa8Dx5UoEL-OLuPEq-niy_LN6nZx9Xp4vyLDWZYiJllUDgGTOmAmtMXhhg1nIrbCVljlgASC5zzoBRA0aCiMYqlDaTqJjkR8mbKXfbtb92GHrd1MGgc-Cx3QXNJGU0kzxXD9OMq1wUjNFIX_9HL9td5-NDRiWZElKNajYp07UhdFjpbVc30A2aUT2Wqccy9b7MuPDqLna3btDu-X17ERQTuI79DQ_E6fL8dPlveDrt1qHHm_0udFdajH-ov5-v9A_54dMJzVc6438A2Xy8Kg</recordid><startdate>20130927</startdate><enddate>20130927</enddate><creator>Wu, Bin</creator><creator>Yoshikai, Naohiko</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</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>20130927</creationdate><title>Versatile Synthesis of Benzothiophenes and Benzoselenophenes by Rapid Assembly of Arylzinc Reagents, Alkynes, and Elemental Chalcogens</title><author>Wu, Bin ; Yoshikai, Naohiko</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4816-1f6ea341ccfadcc59ca1dd3d6df775ee9aa737531a10cac7a6c59d8e7d47e8173</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Accessibility</topic><topic>Alkynes</topic><topic>Alkynes - chemical synthesis</topic><topic>Alkynes - chemistry</topic><topic>Assembly</topic><topic>Benzene</topic><topic>Chalcogens - chemical synthesis</topic><topic>Chalcogens - chemistry</topic><topic>Construction</topic><topic>copper</topic><topic>Cyclization</topic><topic>heterocycles</topic><topic>multicomponent coupling</topic><topic>Organometallic Compounds - chemistry</topic><topic>selenium</topic><topic>Selenium Compounds - chemical synthesis</topic><topic>Selenium Compounds - chemistry</topic><topic>sulfur</topic><topic>Synthesis</topic><topic>Thiophenes - chemical synthesis</topic><topic>Thiophenes - chemistry</topic><topic>Zinc - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Bin</creatorcontrib><creatorcontrib>Yoshikai, Naohiko</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</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>Wu, Bin</au><au>Yoshikai, Naohiko</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Versatile Synthesis of Benzothiophenes and Benzoselenophenes by Rapid Assembly of Arylzinc Reagents, Alkynes, and Elemental Chalcogens</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. 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| fulltext | fulltext |
| identifier | ISSN: 1433-7851 |
| ispartof | Angewandte Chemie International Edition, 2013-09, Vol.52 (40), p.10496-10499 |
| issn | 1433-7851 1521-3773 |
| language | eng |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | Accessibility Alkynes Alkynes - chemical synthesis Alkynes - chemistry Assembly Benzene Chalcogens - chemical synthesis Chalcogens - chemistry Construction copper Cyclization heterocycles multicomponent coupling Organometallic Compounds - chemistry selenium Selenium Compounds - chemical synthesis Selenium Compounds - chemistry sulfur Synthesis Thiophenes - chemical synthesis Thiophenes - chemistry Zinc - chemistry |
| title | Versatile Synthesis of Benzothiophenes and Benzoselenophenes by Rapid Assembly of Arylzinc Reagents, Alkynes, and Elemental Chalcogens |
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