Photocatalytic synthesis of alkynylsulfones and alkenylsulfones using sulfonylhydrazides and alkynes
An efficient and energy saving photocatalytic coupling reaction of benzenesulfonyl hydrazide with bromoacetylene has been reported. A series of alkynylsulfones were obtained in up to 98% yield. In addition, changing the base from KHCO 3 to KOAc can give the alkenylsulfone product. In addition, we te...
Gespeichert in:
| Veröffentlicht in: | Organic & biomolecular chemistry 2023-07, Vol.21 (28), p.5747-5751 |
|---|---|
| Hauptverfasser: | , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 5751 |
|---|---|
| container_issue | 28 |
| container_start_page | 5747 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 21 |
| creator | Yang, Xiaoju Yi, Jumei Li, Xinhan Wu, Yihang Dong, Jun He, Zhenxiu Zeng, Guangzhi Xu, Jianbin Fan, Baomin |
| description | An efficient and energy saving photocatalytic coupling reaction of benzenesulfonyl hydrazide with bromoacetylene has been reported. A series of alkynylsulfones were obtained in up to 98% yield. In addition, changing the base from KHCO
3
to KOAc can give the alkenylsulfone product. In addition, we tested the biological activity of some alkynylsulfone compounds and found that they exhibited excellent
in vitro
antioxidant activity by activating the Nrf2/ARE pathway, up to 8 fold.
An efficient and mild method for the synthesis of alkynylsulfones and alkenylsulfones by photocatalysis is described. Some of the alkynylsulfones exhibited excellent
in vitro
antioxidant activity by activating the Nrf2/ARE pathway, up to 8 fold. |
| doi_str_mv | 10.1039/d3ob00729d |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_D3OB00729D</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2833025482</sourcerecordid><originalsourceid>FETCH-LOGICAL-c296t-c86216b42022f61c321bbd28ebbc30879146f4e7a9228415fb410ae2b37d2d103</originalsourceid><addsrcrecordid>eNpd0TtPwzAQB3ALgWgpLOygSCwIqeBX7XiElpdUqQwwR36FpqRxsZPBfHpSUlrE5LvzTyfrbwBOEbxGkIgbQ5yCkGNh9kAfUc6HcETE_rbGsAeOQlhAiARn9BD0CKcQMUb7wLzMXe20rGUZ60InIVb13IYiJC5PZPkRq1iGpsxdZUMiK7Oe2b-zJhTVe9K1sZxH4-VXYXY4tugYHOSyDPZkcw7A28P96_hpOJ09Po9vp0ONBauHOmUYMUUxxDhnSBOMlDI4tUppAlMuEGU5tVwKjFOKRrmiCEqLFeEGmzaKAbjs9q68-2xsqLNlEbQtS1lZ14QMp4RAPKIpbunFP7pwja_a162VgJCklLbqqlPauxC8zbOVL5bSxwzBbJ19NiGzu5_sJy0-36xs1NKaLf0NuwVnHfBBb293n0e-AVL6ihk</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2839003844</pqid></control><display><type>article</type><title>Photocatalytic synthesis of alkynylsulfones and alkenylsulfones using sulfonylhydrazides and alkynes</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Yang, Xiaoju ; Yi, Jumei ; Li, Xinhan ; Wu, Yihang ; Dong, Jun ; He, Zhenxiu ; Zeng, Guangzhi ; Xu, Jianbin ; Fan, Baomin</creator><creatorcontrib>Yang, Xiaoju ; Yi, Jumei ; Li, Xinhan ; Wu, Yihang ; Dong, Jun ; He, Zhenxiu ; Zeng, Guangzhi ; Xu, Jianbin ; Fan, Baomin</creatorcontrib><description>An efficient and energy saving photocatalytic coupling reaction of benzenesulfonyl hydrazide with bromoacetylene has been reported. A series of alkynylsulfones were obtained in up to 98% yield. In addition, changing the base from KHCO
3
to KOAc can give the alkenylsulfone product. In addition, we tested the biological activity of some alkynylsulfone compounds and found that they exhibited excellent
in vitro
antioxidant activity by activating the Nrf2/ARE pathway, up to 8 fold.
An efficient and mild method for the synthesis of alkynylsulfones and alkenylsulfones by photocatalysis is described. Some of the alkynylsulfones exhibited excellent
in vitro
antioxidant activity by activating the Nrf2/ARE pathway, up to 8 fold.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d3ob00729d</identifier><identifier>PMID: 37401664</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Alkynes ; Biological activity ; Chemical reactions ; Energy conservation</subject><ispartof>Organic & biomolecular chemistry, 2023-07, Vol.21 (28), p.5747-5751</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c296t-c86216b42022f61c321bbd28ebbc30879146f4e7a9228415fb410ae2b37d2d103</cites><orcidid>0000-0003-1789-3741 ; 0000-0002-2550-5983</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37401664$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yang, Xiaoju</creatorcontrib><creatorcontrib>Yi, Jumei</creatorcontrib><creatorcontrib>Li, Xinhan</creatorcontrib><creatorcontrib>Wu, Yihang</creatorcontrib><creatorcontrib>Dong, Jun</creatorcontrib><creatorcontrib>He, Zhenxiu</creatorcontrib><creatorcontrib>Zeng, Guangzhi</creatorcontrib><creatorcontrib>Xu, Jianbin</creatorcontrib><creatorcontrib>Fan, Baomin</creatorcontrib><title>Photocatalytic synthesis of alkynylsulfones and alkenylsulfones using sulfonylhydrazides and alkynes</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>An efficient and energy saving photocatalytic coupling reaction of benzenesulfonyl hydrazide with bromoacetylene has been reported. A series of alkynylsulfones were obtained in up to 98% yield. In addition, changing the base from KHCO
3
to KOAc can give the alkenylsulfone product. In addition, we tested the biological activity of some alkynylsulfone compounds and found that they exhibited excellent
in vitro
antioxidant activity by activating the Nrf2/ARE pathway, up to 8 fold.
An efficient and mild method for the synthesis of alkynylsulfones and alkenylsulfones by photocatalysis is described. Some of the alkynylsulfones exhibited excellent
in vitro
antioxidant activity by activating the Nrf2/ARE pathway, up to 8 fold.</description><subject>Alkynes</subject><subject>Biological activity</subject><subject>Chemical reactions</subject><subject>Energy conservation</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpd0TtPwzAQB3ALgWgpLOygSCwIqeBX7XiElpdUqQwwR36FpqRxsZPBfHpSUlrE5LvzTyfrbwBOEbxGkIgbQ5yCkGNh9kAfUc6HcETE_rbGsAeOQlhAiARn9BD0CKcQMUb7wLzMXe20rGUZ60InIVb13IYiJC5PZPkRq1iGpsxdZUMiK7Oe2b-zJhTVe9K1sZxH4-VXYXY4tugYHOSyDPZkcw7A28P96_hpOJ09Po9vp0ONBauHOmUYMUUxxDhnSBOMlDI4tUppAlMuEGU5tVwKjFOKRrmiCEqLFeEGmzaKAbjs9q68-2xsqLNlEbQtS1lZ14QMp4RAPKIpbunFP7pwja_a162VgJCklLbqqlPauxC8zbOVL5bSxwzBbJ19NiGzu5_sJy0-36xs1NKaLf0NuwVnHfBBb293n0e-AVL6ihk</recordid><startdate>20230719</startdate><enddate>20230719</enddate><creator>Yang, Xiaoju</creator><creator>Yi, Jumei</creator><creator>Li, Xinhan</creator><creator>Wu, Yihang</creator><creator>Dong, Jun</creator><creator>He, Zhenxiu</creator><creator>Zeng, Guangzhi</creator><creator>Xu, Jianbin</creator><creator>Fan, Baomin</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-1789-3741</orcidid><orcidid>https://orcid.org/0000-0002-2550-5983</orcidid></search><sort><creationdate>20230719</creationdate><title>Photocatalytic synthesis of alkynylsulfones and alkenylsulfones using sulfonylhydrazides and alkynes</title><author>Yang, Xiaoju ; Yi, Jumei ; Li, Xinhan ; Wu, Yihang ; Dong, Jun ; He, Zhenxiu ; Zeng, Guangzhi ; Xu, Jianbin ; Fan, Baomin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c296t-c86216b42022f61c321bbd28ebbc30879146f4e7a9228415fb410ae2b37d2d103</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Alkynes</topic><topic>Biological activity</topic><topic>Chemical reactions</topic><topic>Energy conservation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Xiaoju</creatorcontrib><creatorcontrib>Yi, Jumei</creatorcontrib><creatorcontrib>Li, Xinhan</creatorcontrib><creatorcontrib>Wu, Yihang</creatorcontrib><creatorcontrib>Dong, Jun</creatorcontrib><creatorcontrib>He, Zhenxiu</creatorcontrib><creatorcontrib>Zeng, Guangzhi</creatorcontrib><creatorcontrib>Xu, Jianbin</creatorcontrib><creatorcontrib>Fan, Baomin</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Xiaoju</au><au>Yi, Jumei</au><au>Li, Xinhan</au><au>Wu, Yihang</au><au>Dong, Jun</au><au>He, Zhenxiu</au><au>Zeng, Guangzhi</au><au>Xu, Jianbin</au><au>Fan, Baomin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photocatalytic synthesis of alkynylsulfones and alkenylsulfones using sulfonylhydrazides and alkynes</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2023-07-19</date><risdate>2023</risdate><volume>21</volume><issue>28</issue><spage>5747</spage><epage>5751</epage><pages>5747-5751</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>An efficient and energy saving photocatalytic coupling reaction of benzenesulfonyl hydrazide with bromoacetylene has been reported. A series of alkynylsulfones were obtained in up to 98% yield. In addition, changing the base from KHCO
3
to KOAc can give the alkenylsulfone product. In addition, we tested the biological activity of some alkynylsulfone compounds and found that they exhibited excellent
in vitro
antioxidant activity by activating the Nrf2/ARE pathway, up to 8 fold.
An efficient and mild method for the synthesis of alkynylsulfones and alkenylsulfones by photocatalysis is described. Some of the alkynylsulfones exhibited excellent
in vitro
antioxidant activity by activating the Nrf2/ARE pathway, up to 8 fold.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>37401664</pmid><doi>10.1039/d3ob00729d</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0003-1789-3741</orcidid><orcidid>https://orcid.org/0000-0002-2550-5983</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2023-07, Vol.21 (28), p.5747-5751 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_D3OB00729D |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Alkynes Biological activity Chemical reactions Energy conservation |
| title | Photocatalytic synthesis of alkynylsulfones and alkenylsulfones using sulfonylhydrazides and alkynes |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T20%3A52%3A21IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Photocatalytic%20synthesis%20of%20alkynylsulfones%20and%20alkenylsulfones%20using%20sulfonylhydrazides%20and%20alkynes&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Yang,%20Xiaoju&rft.date=2023-07-19&rft.volume=21&rft.issue=28&rft.spage=5747&rft.epage=5751&rft.pages=5747-5751&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d3ob00729d&rft_dat=%3Cproquest_cross%3E2833025482%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2839003844&rft_id=info:pmid/37401664&rfr_iscdi=true |