Iodine-Mediated δ‑Amination of sp3 C–H Bonds

Iodine-Mediated δ‑Amination of sp3 C–H Bonds

We present a direct δ-amination reaction of sp3 C–H bonds, employing molecular iodine (I2) as the sole oxidant under transition-metal-free conditions. This remote C–H functionalization approach is operationally simple and provides facile, efficient access to pyrrolidines and related heterocyclic der...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2024-03, Vol.89 (5), p.3481-3490
Hauptverfasser: Ye, Wenjun, Xiong, Hanyu, Wang, Manman, Chang, Junbiao, Yu, Wenquan
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 3490
container_issue 5
container_start_page 3481
container_title Journal of organic chemistry
container_volume 89
creator Ye, Wenjun
Xiong, Hanyu
Wang, Manman
Chang, Junbiao
Yu, Wenquan
description We present a direct δ-amination reaction of sp3 C–H bonds, employing molecular iodine (I2) as the sole oxidant under transition-metal-free conditions. This remote C–H functionalization approach is operationally simple and provides facile, efficient access to pyrrolidines and related heterocyclic derivatives from readily accessible substrates.
doi_str_mv 10.1021/acs.joc.3c02901
format Article
fullrecord <record><control><sourceid>proquest_acs_j</sourceid><recordid>TN_cdi_proquest_miscellaneous_2930473731</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2930473731</sourcerecordid><originalsourceid>FETCH-LOGICAL-a154t-433e0f159037f5dc7a509c66f004608b8f46738a6fe1f034aa5ac2e60dfe0cd43</originalsourceid><addsrcrecordid>eNotkM9Kw0AYxBdRMFbPXnMUJPHb_XY3ybEGawsVL3pe1v0DCWm2dpN7X0F8FZ_Dh-iTGGnnMjAMw_Aj5JZCToHRB21i3gaTowFWAT0jCRUMMlkBPycJAGMZMomX5CrGFiYJIRJCV8E2vctenG304Gz6-3PYf803Ta-HJvRp8GncYlof9t_L9DH0Nl6TC6-76G5OPiPvi6e3epmtX59X9XydaSr4kHFEB56KCrDwwppCC6iMlB6ASyg_Ss9lgaWW3lEPyLUW2jAnwXoHxnKckbvj7nYXPkcXB7VponFdp3sXxqhYhcALLJBO1ftjdWKg2jDu-umYoqD-wahjaNQJDP4BcFRXsQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2930473731</pqid></control><display><type>article</type><title>Iodine-Mediated δ‑Amination of sp3 C–H Bonds</title><source>ACS Publications</source><creator>Ye, Wenjun ; Xiong, Hanyu ; Wang, Manman ; Chang, Junbiao ; Yu, Wenquan</creator><creatorcontrib>Ye, Wenjun ; Xiong, Hanyu ; Wang, Manman ; Chang, Junbiao ; Yu, Wenquan</creatorcontrib><description>We present a direct δ-amination reaction of sp3 C–H bonds, employing molecular iodine (I2) as the sole oxidant under transition-metal-free conditions. This remote C–H functionalization approach is operationally simple and provides facile, efficient access to pyrrolidines and related heterocyclic derivatives from readily accessible substrates.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.3c02901</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2024-03, Vol.89 (5), p.3481-3490</ispartof><rights>2024 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-3711-0006</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.joc.3c02901$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.joc.3c02901$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>315,781,785,27081,27929,27930,56743,56793</link.rule.ids></links><search><creatorcontrib>Ye, Wenjun</creatorcontrib><creatorcontrib>Xiong, Hanyu</creatorcontrib><creatorcontrib>Wang, Manman</creatorcontrib><creatorcontrib>Chang, Junbiao</creatorcontrib><creatorcontrib>Yu, Wenquan</creatorcontrib><title>Iodine-Mediated δ‑Amination of sp3 C–H Bonds</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>We present a direct δ-amination reaction of sp3 C–H bonds, employing molecular iodine (I2) as the sole oxidant under transition-metal-free conditions. This remote C–H functionalization approach is operationally simple and provides facile, efficient access to pyrrolidines and related heterocyclic derivatives from readily accessible substrates.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNotkM9Kw0AYxBdRMFbPXnMUJPHb_XY3ybEGawsVL3pe1v0DCWm2dpN7X0F8FZ_Dh-iTGGnnMjAMw_Aj5JZCToHRB21i3gaTowFWAT0jCRUMMlkBPycJAGMZMomX5CrGFiYJIRJCV8E2vctenG304Gz6-3PYf803Ta-HJvRp8GncYlof9t_L9DH0Nl6TC6-76G5OPiPvi6e3epmtX59X9XydaSr4kHFEB56KCrDwwppCC6iMlB6ASyg_Ss9lgaWW3lEPyLUW2jAnwXoHxnKckbvj7nYXPkcXB7VponFdp3sXxqhYhcALLJBO1ftjdWKg2jDu-umYoqD-wahjaNQJDP4BcFRXsQ</recordid><startdate>20240301</startdate><enddate>20240301</enddate><creator>Ye, Wenjun</creator><creator>Xiong, Hanyu</creator><creator>Wang, Manman</creator><creator>Chang, Junbiao</creator><creator>Yu, Wenquan</creator><general>American Chemical Society</general><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-3711-0006</orcidid></search><sort><creationdate>20240301</creationdate><title>Iodine-Mediated δ‑Amination of sp3 C–H Bonds</title><author>Ye, Wenjun ; Xiong, Hanyu ; Wang, Manman ; Chang, Junbiao ; Yu, Wenquan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a154t-433e0f159037f5dc7a509c66f004608b8f46738a6fe1f034aa5ac2e60dfe0cd43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ye, Wenjun</creatorcontrib><creatorcontrib>Xiong, Hanyu</creatorcontrib><creatorcontrib>Wang, Manman</creatorcontrib><creatorcontrib>Chang, Junbiao</creatorcontrib><creatorcontrib>Yu, Wenquan</creatorcontrib><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ye, Wenjun</au><au>Xiong, Hanyu</au><au>Wang, Manman</au><au>Chang, Junbiao</au><au>Yu, Wenquan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Iodine-Mediated δ‑Amination of sp3 C–H Bonds</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2024-03-01</date><risdate>2024</risdate><volume>89</volume><issue>5</issue><spage>3481</spage><epage>3490</epage><pages>3481-3490</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>We present a direct δ-amination reaction of sp3 C–H bonds, employing molecular iodine (I2) as the sole oxidant under transition-metal-free conditions. This remote C–H functionalization approach is operationally simple and provides facile, efficient access to pyrrolidines and related heterocyclic derivatives from readily accessible substrates.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.joc.3c02901</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-3711-0006</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0022-3263
ispartof Journal of organic chemistry, 2024-03, Vol.89 (5), p.3481-3490
issn 0022-3263
1520-6904
language eng
recordid cdi_proquest_miscellaneous_2930473731
source ACS Publications
title Iodine-Mediated δ‑Amination of sp3 C–H Bonds
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-13T04%3A18%3A10IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_acs_j&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Iodine-Mediated%20%CE%B4%E2%80%91Amination%20of%20sp3%20C%E2%80%93H%20Bonds&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Ye,%20Wenjun&rft.date=2024-03-01&rft.volume=89&rft.issue=5&rft.spage=3481&rft.epage=3490&rft.pages=3481-3490&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/acs.joc.3c02901&rft_dat=%3Cproquest_acs_j%3E2930473731%3C/proquest_acs_j%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2930473731&rft_id=info:pmid/&rfr_iscdi=true