Synthesis of tetrasubstituted thiophenes from pyridinium 1,4-zwitterionic thiolates and modified activated alkynes
Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the syn...
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| Veröffentlicht in: | Chinese chemical letters 2021-12, Vol.32 (12), p.3972-3975 |
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| creator | Wang, Taimin Zhu, Xuecheng Tao, Qingqing Xu, Wei Sun, Haiyan Wu, Ping Cheng, Bin Zhai, Hongbin |
| description | Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the synthesis of diverse thiophenes to be achieved using the pyridinium 1,4-zwitterionic thiolates as the sulfur-containing building blocks. This approach is metal-free and catalyst-free.
Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the synthesis of diverse thiophenes to be achieved using the pyridinium 1,4-zwitterionic thiolates as the sulfur-containing building blocks. This approach is metal-free and catalyst-free. [Display omitted] |
| doi_str_mv | 10.1016/j.cclet.2021.04.021 |
| format | Article |
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Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the synthesis of diverse thiophenes to be achieved using the pyridinium 1,4-zwitterionic thiolates as the sulfur-containing building blocks. This approach is metal-free and catalyst-free. [Display omitted]</description><identifier>ISSN: 1001-8417</identifier><identifier>EISSN: 1878-5964</identifier><identifier>DOI: 10.1016/j.cclet.2021.04.021</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>1,4-Zwitterionic thiolate ; Activated alkyne ; Catalyst-free ; Formal [3 + 2] ; Metal-free ; Thiophene</subject><ispartof>Chinese chemical letters, 2021-12, Vol.32 (12), p.3972-3975</ispartof><rights>2021</rights><rights>Copyright © Wanfang Data Co. Ltd. All Rights Reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c335t-fc3bb9218862457b4eb922a07bbf7957a40f261602a49dd7ac3fc8a2cd4efce83</citedby><cites>FETCH-LOGICAL-c335t-fc3bb9218862457b4eb922a07bbf7957a40f261602a49dd7ac3fc8a2cd4efce83</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Uhttp://www.wanfangdata.com.cn/images/PeriodicalImages/zghxkb/zghxkb.jpg</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.cclet.2021.04.021$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids></links><search><creatorcontrib>Wang, Taimin</creatorcontrib><creatorcontrib>Zhu, Xuecheng</creatorcontrib><creatorcontrib>Tao, Qingqing</creatorcontrib><creatorcontrib>Xu, Wei</creatorcontrib><creatorcontrib>Sun, Haiyan</creatorcontrib><creatorcontrib>Wu, Ping</creatorcontrib><creatorcontrib>Cheng, Bin</creatorcontrib><creatorcontrib>Zhai, Hongbin</creatorcontrib><title>Synthesis of tetrasubstituted thiophenes from pyridinium 1,4-zwitterionic thiolates and modified activated alkynes</title><title>Chinese chemical letters</title><description>Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the synthesis of diverse thiophenes to be achieved using the pyridinium 1,4-zwitterionic thiolates as the sulfur-containing building blocks. This approach is metal-free and catalyst-free.
Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the synthesis of diverse thiophenes to be achieved using the pyridinium 1,4-zwitterionic thiolates as the sulfur-containing building blocks. This approach is metal-free and catalyst-free. [Display omitted]</description><subject>1,4-Zwitterionic thiolate</subject><subject>Activated alkyne</subject><subject>Catalyst-free</subject><subject>Formal [3 + 2]</subject><subject>Metal-free</subject><subject>Thiophene</subject><issn>1001-8417</issn><issn>1878-5964</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kDtPxDAQhCMEEs9fQJOOhgTbcRJfQYEQLwmJAqgtx16TDXfOyfZxhF-P746aanalb2a1k2XnlJSU0OZqKLWeQywZYbQkvEyylx1R0YqinjV8P82E0EJw2h5mxyEMhDAhquYo86-Tiz0EDPlo8wjRq7DqQsS4imDy2OO47MFByK0fF_ly8mjQ4WqR00te_KwxRvA4OtRbdq5iQpUz-WI0aDFFKB3xS23C1PxzSkmn2YFV8wBnf3qSvd_fvd0-Fs8vD0-3N8-Frqo6FlZXXTdjVIiG8brtOKSNKdJ2nW1ndas4sayhDWGKz4xpla6sFoppw8FqENVJdrHLXStnlfuQw7jyLl2UPx_992e3KYsyUpNEVjtS-zEED1YuPS6UnyQlclOwHOS2YLnxSMJlkuS63rkgPfGF4GXQCE6DQQ86SjPiv_5fX6CIgg</recordid><startdate>20211201</startdate><enddate>20211201</enddate><creator>Wang, Taimin</creator><creator>Zhu, Xuecheng</creator><creator>Tao, Qingqing</creator><creator>Xu, Wei</creator><creator>Sun, Haiyan</creator><creator>Wu, Ping</creator><creator>Cheng, Bin</creator><creator>Zhai, Hongbin</creator><general>Elsevier B.V</general><general>Institute of Marine Biomedicine/Hoffmann Institute of Advanced Materials,Shenzhen Polytechnic,Shenzhen 518055,China%Key Laboratory of Coordination Chemistry and Functional Materials in Universities of Shandong,Dezhou College,Dezhou 253023,China%Institute of Marine Biomedicine/Hoffmann Institute of Advanced Materials,Shenzhen Polytechnic,Shenzhen 518055,China</general><general>State Key Laboratory of Chemical Oncogenomics,Shenzhen Engineering Laboratory of Nano Drug Slow-Release,Peking University Shenzhen Graduate School,Shenzhen 518055,China</general><scope>AAYXX</scope><scope>CITATION</scope><scope>2B.</scope><scope>4A8</scope><scope>92I</scope><scope>93N</scope><scope>PSX</scope><scope>TCJ</scope></search><sort><creationdate>20211201</creationdate><title>Synthesis of tetrasubstituted thiophenes from pyridinium 1,4-zwitterionic thiolates and modified activated alkynes</title><author>Wang, Taimin ; Zhu, Xuecheng ; Tao, Qingqing ; Xu, Wei ; Sun, Haiyan ; Wu, Ping ; Cheng, Bin ; Zhai, Hongbin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c335t-fc3bb9218862457b4eb922a07bbf7957a40f261602a49dd7ac3fc8a2cd4efce83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>1,4-Zwitterionic thiolate</topic><topic>Activated alkyne</topic><topic>Catalyst-free</topic><topic>Formal [3 + 2]</topic><topic>Metal-free</topic><topic>Thiophene</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Taimin</creatorcontrib><creatorcontrib>Zhu, Xuecheng</creatorcontrib><creatorcontrib>Tao, Qingqing</creatorcontrib><creatorcontrib>Xu, Wei</creatorcontrib><creatorcontrib>Sun, Haiyan</creatorcontrib><creatorcontrib>Wu, Ping</creatorcontrib><creatorcontrib>Cheng, Bin</creatorcontrib><creatorcontrib>Zhai, Hongbin</creatorcontrib><collection>CrossRef</collection><collection>Wanfang Data Journals - Hong Kong</collection><collection>WANFANG Data Centre</collection><collection>Wanfang Data Journals</collection><collection>万方数据期刊 - 香港版</collection><collection>China Online Journals (COJ)</collection><collection>China Online Journals (COJ)</collection><jtitle>Chinese chemical letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Taimin</au><au>Zhu, Xuecheng</au><au>Tao, Qingqing</au><au>Xu, Wei</au><au>Sun, Haiyan</au><au>Wu, Ping</au><au>Cheng, Bin</au><au>Zhai, Hongbin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of tetrasubstituted thiophenes from pyridinium 1,4-zwitterionic thiolates and modified activated alkynes</atitle><jtitle>Chinese chemical letters</jtitle><date>2021-12-01</date><risdate>2021</risdate><volume>32</volume><issue>12</issue><spage>3972</spage><epage>3975</epage><pages>3972-3975</pages><issn>1001-8417</issn><eissn>1878-5964</eissn><abstract>Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the synthesis of diverse thiophenes to be achieved using the pyridinium 1,4-zwitterionic thiolates as the sulfur-containing building blocks. This approach is metal-free and catalyst-free.
Pyridinium 1,4-zwitterionic thiolates were applied to a formal [3 + 2] annulation reaction with modified activated alkynes, affording various tetrasubstituted thiophenes with aryl, alkenyl, alkyl or silyl group at the special position. The structural modification of alkyne substrates enabled the synthesis of diverse thiophenes to be achieved using the pyridinium 1,4-zwitterionic thiolates as the sulfur-containing building blocks. This approach is metal-free and catalyst-free. [Display omitted]</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.cclet.2021.04.021</doi><tpages>4</tpages></addata></record> |
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| ispartof | Chinese chemical letters, 2021-12, Vol.32 (12), p.3972-3975 |
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| language | eng |
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| source | ScienceDirect Journals (5 years ago - present); Alma/SFX Local Collection |
| subjects | 1,4-Zwitterionic thiolate Activated alkyne Catalyst-free Formal [3 + 2] Metal-free Thiophene |
| title | Synthesis of tetrasubstituted thiophenes from pyridinium 1,4-zwitterionic thiolates and modified activated alkynes |
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