Photocatalyst-Free Regioselective C–H Thiocyanation of 4‑Anilinocoumarins under Visible Light

Photocatalyst-Free Regioselective C–H Thiocyanation of 4‑Anilinocoumarins under Visible Light

In the present study, we describe the successful development of a novel and efficient C­(sp2)–H thiocyanation reaction of electron-rich heteroarenes and arenes with readily available ammonium thiocyanate under visible light exposure. Most importantly, the reaction proceeded smoothly without addition...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:ACS sustainable chemistry & engineering 2019-08, Vol.7 (16), p.14009-14015
Hauptverfasser: Li, Guoqing, Yan, Qiuli, Gong, Xueqin, Dou, Xiaomeng, Yang, Daoshan
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 14015
container_issue 16
container_start_page 14009
container_title ACS sustainable chemistry & engineering
container_volume 7
creator Li, Guoqing
Yan, Qiuli
Gong, Xueqin
Dou, Xiaomeng
Yang, Daoshan
description In the present study, we describe the successful development of a novel and efficient C­(sp2)–H thiocyanation reaction of electron-rich heteroarenes and arenes with readily available ammonium thiocyanate under visible light exposure. Most importantly, the reaction proceeded smoothly without addition of any photocatalyst or strong oxidant, ultimately minimizing the production of chemical waste. The advantages of this reaction met the requirements of green and sustainable synthetic chemistry and may be widely used in organic synthesis and pharmaceutical chemistry.
doi_str_mv 10.1021/acssuschemeng.9b02511
format Article
fullrecord <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acssuschemeng_9b02511</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c820880509</sourcerecordid><originalsourceid>FETCH-LOGICAL-a295t-23bc14d4063ad6342a4f39a8d686ff5462067d065a282cd25d4f46906b05234a3</originalsourceid><addsrcrecordid>eNqFkMtKAzEUhoMoWGofQcgLTM3dmWUp1goFRarbIZNLJ2WaSJIRuusriG_YJ3HELnTl2ZwDP9_h5wPgGqMpRgTfSJVSn1RrdsZvplWDCMf4DIwIFmWBWMnPf92XYJLSFg1TVZSUeATkUxtyUDLLbp9ysYjGwGezcSGZzqjs3g2cHw-fS7huXVB76WV2wcNgITsePmbedc4HFfqdjM4n2HttInx1yTWdgSu3afMVuLCyS2Zy2mPwsrhbz5fF6vH-YT5bFZJUPBeENgozzZCgUgvKiGSWVrLUohTWciYIErcaCS5JSZQmXDPLRIVEgzihTNIx4D9_VQwpRWPrt-iGWvsao_pbVf1HVX1SNXD4hxviehv66IeW_zBfdYF0TA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Photocatalyst-Free Regioselective C–H Thiocyanation of 4‑Anilinocoumarins under Visible Light</title><source>ACS Publications</source><creator>Li, Guoqing ; Yan, Qiuli ; Gong, Xueqin ; Dou, Xiaomeng ; Yang, Daoshan</creator><creatorcontrib>Li, Guoqing ; Yan, Qiuli ; Gong, Xueqin ; Dou, Xiaomeng ; Yang, Daoshan</creatorcontrib><description>In the present study, we describe the successful development of a novel and efficient C­(sp2)–H thiocyanation reaction of electron-rich heteroarenes and arenes with readily available ammonium thiocyanate under visible light exposure. Most importantly, the reaction proceeded smoothly without addition of any photocatalyst or strong oxidant, ultimately minimizing the production of chemical waste. The advantages of this reaction met the requirements of green and sustainable synthetic chemistry and may be widely used in organic synthesis and pharmaceutical chemistry.</description><identifier>ISSN: 2168-0485</identifier><identifier>EISSN: 2168-0485</identifier><identifier>DOI: 10.1021/acssuschemeng.9b02511</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>ACS sustainable chemistry &amp; engineering, 2019-08, Vol.7 (16), p.14009-14015</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a295t-23bc14d4063ad6342a4f39a8d686ff5462067d065a282cd25d4f46906b05234a3</citedby><cites>FETCH-LOGICAL-a295t-23bc14d4063ad6342a4f39a8d686ff5462067d065a282cd25d4f46906b05234a3</cites><orcidid>0000-0002-3047-5416</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acssuschemeng.9b02511$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acssuschemeng.9b02511$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2763,27074,27922,27923,56736,56786</link.rule.ids></links><search><creatorcontrib>Li, Guoqing</creatorcontrib><creatorcontrib>Yan, Qiuli</creatorcontrib><creatorcontrib>Gong, Xueqin</creatorcontrib><creatorcontrib>Dou, Xiaomeng</creatorcontrib><creatorcontrib>Yang, Daoshan</creatorcontrib><title>Photocatalyst-Free Regioselective C–H Thiocyanation of 4‑Anilinocoumarins under Visible Light</title><title>ACS sustainable chemistry &amp; engineering</title><addtitle>ACS Sustainable Chem. Eng</addtitle><description>In the present study, we describe the successful development of a novel and efficient C­(sp2)–H thiocyanation reaction of electron-rich heteroarenes and arenes with readily available ammonium thiocyanate under visible light exposure. Most importantly, the reaction proceeded smoothly without addition of any photocatalyst or strong oxidant, ultimately minimizing the production of chemical waste. The advantages of this reaction met the requirements of green and sustainable synthetic chemistry and may be widely used in organic synthesis and pharmaceutical chemistry.</description><issn>2168-0485</issn><issn>2168-0485</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkMtKAzEUhoMoWGofQcgLTM3dmWUp1goFRarbIZNLJ2WaSJIRuusriG_YJ3HELnTl2ZwDP9_h5wPgGqMpRgTfSJVSn1RrdsZvplWDCMf4DIwIFmWBWMnPf92XYJLSFg1TVZSUeATkUxtyUDLLbp9ysYjGwGezcSGZzqjs3g2cHw-fS7huXVB76WV2wcNgITsePmbedc4HFfqdjM4n2HttInx1yTWdgSu3afMVuLCyS2Zy2mPwsrhbz5fF6vH-YT5bFZJUPBeENgozzZCgUgvKiGSWVrLUohTWciYIErcaCS5JSZQmXDPLRIVEgzihTNIx4D9_VQwpRWPrt-iGWvsao_pbVf1HVX1SNXD4hxviehv66IeW_zBfdYF0TA</recordid><startdate>20190819</startdate><enddate>20190819</enddate><creator>Li, Guoqing</creator><creator>Yan, Qiuli</creator><creator>Gong, Xueqin</creator><creator>Dou, Xiaomeng</creator><creator>Yang, Daoshan</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-3047-5416</orcidid></search><sort><creationdate>20190819</creationdate><title>Photocatalyst-Free Regioselective C–H Thiocyanation of 4‑Anilinocoumarins under Visible Light</title><author>Li, Guoqing ; Yan, Qiuli ; Gong, Xueqin ; Dou, Xiaomeng ; Yang, Daoshan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a295t-23bc14d4063ad6342a4f39a8d686ff5462067d065a282cd25d4f46906b05234a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Guoqing</creatorcontrib><creatorcontrib>Yan, Qiuli</creatorcontrib><creatorcontrib>Gong, Xueqin</creatorcontrib><creatorcontrib>Dou, Xiaomeng</creatorcontrib><creatorcontrib>Yang, Daoshan</creatorcontrib><collection>CrossRef</collection><jtitle>ACS sustainable chemistry &amp; engineering</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Guoqing</au><au>Yan, Qiuli</au><au>Gong, Xueqin</au><au>Dou, Xiaomeng</au><au>Yang, Daoshan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photocatalyst-Free Regioselective C–H Thiocyanation of 4‑Anilinocoumarins under Visible Light</atitle><jtitle>ACS sustainable chemistry &amp; engineering</jtitle><addtitle>ACS Sustainable Chem. Eng</addtitle><date>2019-08-19</date><risdate>2019</risdate><volume>7</volume><issue>16</issue><spage>14009</spage><epage>14015</epage><pages>14009-14015</pages><issn>2168-0485</issn><eissn>2168-0485</eissn><abstract>In the present study, we describe the successful development of a novel and efficient C­(sp2)–H thiocyanation reaction of electron-rich heteroarenes and arenes with readily available ammonium thiocyanate under visible light exposure. Most importantly, the reaction proceeded smoothly without addition of any photocatalyst or strong oxidant, ultimately minimizing the production of chemical waste. The advantages of this reaction met the requirements of green and sustainable synthetic chemistry and may be widely used in organic synthesis and pharmaceutical chemistry.</abstract><pub>American Chemical Society</pub><doi>10.1021/acssuschemeng.9b02511</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-3047-5416</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 2168-0485
ispartof ACS sustainable chemistry & engineering, 2019-08, Vol.7 (16), p.14009-14015
issn 2168-0485
2168-0485
language eng
recordid cdi_crossref_primary_10_1021_acssuschemeng_9b02511
source ACS Publications
title Photocatalyst-Free Regioselective C–H Thiocyanation of 4‑Anilinocoumarins under Visible Light
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-14T07%3A48%3A33IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Photocatalyst-Free%20Regioselective%20C%E2%80%93H%20Thiocyanation%20of%204%E2%80%91Anilinocoumarins%20under%20Visible%20Light&rft.jtitle=ACS%20sustainable%20chemistry%20&%20engineering&rft.au=Li,%20Guoqing&rft.date=2019-08-19&rft.volume=7&rft.issue=16&rft.spage=14009&rft.epage=14015&rft.pages=14009-14015&rft.issn=2168-0485&rft.eissn=2168-0485&rft_id=info:doi/10.1021/acssuschemeng.9b02511&rft_dat=%3Cacs_cross%3Ec820880509%3C/acs_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true