(1-Selenocyanatoethyl)benzene: A Selenocyanation Reagent for Site-Selective Selenocyanation of Inert Alkyl C(sp3)–H Bonds

(1-Selenocyanatoethyl)benzene: A Selenocyanation Reagent for Site-Selective Selenocyanation of Inert Alkyl C(sp3)–H Bonds

A new, simple, yet easily accessible, (1-selenocyanatoethyl)­benzene has been designed and applied as a SeCN group transfer reagent for selenocyanation of aliphatic C­(sp3)–H bonds for the first time. This protocol is featured with mild reaction conditions and wide substrate scope. Control experimen...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2021-09, Vol.23 (18), p.7156-7160
Hauptverfasser: Yu, Fei, Li, Chuang, Wang, Chuangye, Zhang, Hongwei, Cao, Zhong-Yan
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 7160
container_issue 18
container_start_page 7156
container_title Organic letters
container_volume 23
creator Yu, Fei
Li, Chuang
Wang, Chuangye
Zhang, Hongwei
Cao, Zhong-Yan
description A new, simple, yet easily accessible, (1-selenocyanatoethyl)­benzene has been designed and applied as a SeCN group transfer reagent for selenocyanation of aliphatic C­(sp3)–H bonds for the first time. This protocol is featured with mild reaction conditions and wide substrate scope. Control experiments reveal that a radical-group transfer mechanism might be involved.
doi_str_mv 10.1021/acs.orglett.1c02564
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2568253504</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2568253504</sourcerecordid><originalsourceid>FETCH-LOGICAL-a322t-b71152895f2380fc90360f45490c84bf77dd024c19b2070bb13ea35947d0f3523</originalsourceid><addsrcrecordid>eNp9kMFKw0AQhoMoWKtP4GWP7SHt7G7SNN5qUVsoCFbPYbOZranpbt3dCtGL7-Ab-iSmtoggeJph_v8fZr4gOKfQo8BoX0jXM3ZRofc9KoHFg-ggaNGY8TCBmB3-9AM4Dk6cWwLQZpK2grcODedYoTayFlp4g_6xrro56lfUeEFG5LdaGk3uUCxQe6KMJfPS43dc-vIF_1iNIlON1pNR9VRXZNxxa979fP-YkEujC3caHClROTzb13bwcH11P56Es9ub6Xg0CwVnzId5sr11mMaK8SEomQIfgIriKAU5jHKVJEUBLJI0zRkkkOeUo-BxGiUFKN783Q46u71ra5436Hy2Kp3EqhIazcZlDa4hi3kMUWPlO6u0xjmLKlvbciVsnVHItqizBnW2R53tUTep_i61FZdmY3Xzzr-JL1rFhcc</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2568253504</pqid></control><display><type>article</type><title>(1-Selenocyanatoethyl)benzene: A Selenocyanation Reagent for Site-Selective Selenocyanation of Inert Alkyl C(sp3)–H Bonds</title><source>ACS Publications</source><creator>Yu, Fei ; Li, Chuang ; Wang, Chuangye ; Zhang, Hongwei ; Cao, Zhong-Yan</creator><creatorcontrib>Yu, Fei ; Li, Chuang ; Wang, Chuangye ; Zhang, Hongwei ; Cao, Zhong-Yan</creatorcontrib><description>A new, simple, yet easily accessible, (1-selenocyanatoethyl)­benzene has been designed and applied as a SeCN group transfer reagent for selenocyanation of aliphatic C­(sp3)–H bonds for the first time. This protocol is featured with mild reaction conditions and wide substrate scope. Control experiments reveal that a radical-group transfer mechanism might be involved.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.1c02564</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Organic letters, 2021-09, Vol.23 (18), p.7156-7160</ispartof><rights>2021 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a322t-b71152895f2380fc90360f45490c84bf77dd024c19b2070bb13ea35947d0f3523</citedby><cites>FETCH-LOGICAL-a322t-b71152895f2380fc90360f45490c84bf77dd024c19b2070bb13ea35947d0f3523</cites><orcidid>0000-0002-1480-6326</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/acs.orglett.1c02564$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.orglett.1c02564$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2764,27075,27923,27924,56737,56787</link.rule.ids></links><search><creatorcontrib>Yu, Fei</creatorcontrib><creatorcontrib>Li, Chuang</creatorcontrib><creatorcontrib>Wang, Chuangye</creatorcontrib><creatorcontrib>Zhang, Hongwei</creatorcontrib><creatorcontrib>Cao, Zhong-Yan</creatorcontrib><title>(1-Selenocyanatoethyl)benzene: A Selenocyanation Reagent for Site-Selective Selenocyanation of Inert Alkyl C(sp3)–H Bonds</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>A new, simple, yet easily accessible, (1-selenocyanatoethyl)­benzene has been designed and applied as a SeCN group transfer reagent for selenocyanation of aliphatic C­(sp3)–H bonds for the first time. This protocol is featured with mild reaction conditions and wide substrate scope. Control experiments reveal that a radical-group transfer mechanism might be involved.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kMFKw0AQhoMoWKtP4GWP7SHt7G7SNN5qUVsoCFbPYbOZranpbt3dCtGL7-Ab-iSmtoggeJph_v8fZr4gOKfQo8BoX0jXM3ZRofc9KoHFg-ggaNGY8TCBmB3-9AM4Dk6cWwLQZpK2grcODedYoTayFlp4g_6xrro56lfUeEFG5LdaGk3uUCxQe6KMJfPS43dc-vIF_1iNIlON1pNR9VRXZNxxa979fP-YkEujC3caHClROTzb13bwcH11P56Es9ub6Xg0CwVnzId5sr11mMaK8SEomQIfgIriKAU5jHKVJEUBLJI0zRkkkOeUo-BxGiUFKN783Q46u71ra5436Hy2Kp3EqhIazcZlDa4hi3kMUWPlO6u0xjmLKlvbciVsnVHItqizBnW2R53tUTep_i61FZdmY3Xzzr-JL1rFhcc</recordid><startdate>20210917</startdate><enddate>20210917</enddate><creator>Yu, Fei</creator><creator>Li, Chuang</creator><creator>Wang, Chuangye</creator><creator>Zhang, Hongwei</creator><creator>Cao, Zhong-Yan</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-1480-6326</orcidid></search><sort><creationdate>20210917</creationdate><title>(1-Selenocyanatoethyl)benzene: A Selenocyanation Reagent for Site-Selective Selenocyanation of Inert Alkyl C(sp3)–H Bonds</title><author>Yu, Fei ; Li, Chuang ; Wang, Chuangye ; Zhang, Hongwei ; Cao, Zhong-Yan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a322t-b71152895f2380fc90360f45490c84bf77dd024c19b2070bb13ea35947d0f3523</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yu, Fei</creatorcontrib><creatorcontrib>Li, Chuang</creatorcontrib><creatorcontrib>Wang, Chuangye</creatorcontrib><creatorcontrib>Zhang, Hongwei</creatorcontrib><creatorcontrib>Cao, Zhong-Yan</creatorcontrib><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yu, Fei</au><au>Li, Chuang</au><au>Wang, Chuangye</au><au>Zhang, Hongwei</au><au>Cao, Zhong-Yan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>(1-Selenocyanatoethyl)benzene: A Selenocyanation Reagent for Site-Selective Selenocyanation of Inert Alkyl C(sp3)–H Bonds</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2021-09-17</date><risdate>2021</risdate><volume>23</volume><issue>18</issue><spage>7156</spage><epage>7160</epage><pages>7156-7160</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A new, simple, yet easily accessible, (1-selenocyanatoethyl)­benzene has been designed and applied as a SeCN group transfer reagent for selenocyanation of aliphatic C­(sp3)–H bonds for the first time. This protocol is featured with mild reaction conditions and wide substrate scope. Control experiments reveal that a radical-group transfer mechanism might be involved.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.orglett.1c02564</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-1480-6326</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2021-09, Vol.23 (18), p.7156-7160
issn 1523-7060
1523-7052
language eng
recordid cdi_proquest_miscellaneous_2568253504
source ACS Publications
title (1-Selenocyanatoethyl)benzene: A Selenocyanation Reagent for Site-Selective Selenocyanation of Inert Alkyl C(sp3)–H Bonds
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-08T18%3A09%3A45IST&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=(1-Selenocyanatoethyl)benzene:%20A%20Selenocyanation%20Reagent%20for%20Site-Selective%20Selenocyanation%20of%20Inert%20Alkyl%20C(sp3)%E2%80%93H%20Bonds&rft.jtitle=Organic%20letters&rft.au=Yu,%20Fei&rft.date=2021-09-17&rft.volume=23&rft.issue=18&rft.spage=7156&rft.epage=7160&rft.pages=7156-7160&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.1c02564&rft_dat=%3Cproquest_cross%3E2568253504%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=2568253504&rft_id=info:pmid/&rfr_iscdi=true