Cobalt catalyzed sp 3 C-H amination utilizing aryl azides

Cobalt catalyzed sp 3 C-H amination utilizing aryl azides

A dinuclear Co(ii) complex supported by a modular, tunable redox-active ligand system is capable of selective C-H amination to form indolines from aryl azides in good yields at low (1 mol%) catalyst loading. The reaction is tolerant of medicinally relevant heterocycles, such as pyridine and indole,...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical science (Cambridge) 2015-11, Vol.6 (11), p.6672-6675
Hauptverfasser: Villanueva, Omar, Weldy, Nina Mace, Blakey, Simon B, MacBeth, Cora E
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 6675
container_issue 11
container_start_page 6672
container_title Chemical science (Cambridge)
container_volume 6
creator Villanueva, Omar
Weldy, Nina Mace
Blakey, Simon B
MacBeth, Cora E
description A dinuclear Co(ii) complex supported by a modular, tunable redox-active ligand system is capable of selective C-H amination to form indolines from aryl azides in good yields at low (1 mol%) catalyst loading. The reaction is tolerant of medicinally relevant heterocycles, such as pyridine and indole, and can be used to form 5-, 6-, and 7-membered rings. The synthetic versatility obtained using low loadings of an earth abundant transition metal complex represents a significant advance in catalytic C-H amination technology.
doi_str_mv 10.1039/c5sc01162k
format Article
fullrecord <record><control><sourceid>pubmed_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_C5SC01162K</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>29435216</sourcerecordid><originalsourceid>FETCH-LOGICAL-c996-fce44975ddb517d99670b4a36d72ac84c59d1ab8fa8403e490126114434cadec3</originalsourceid><addsrcrecordid>eNo9kEtPwzAQhC0EolXphR-AfEYKeP1I4iOygCIqcaD3aGM7yJCX4vTQ_HoChe5lV6NPq5kh5BrYHTCh762KlgGk_OuMLDmTkKRK6PPTzdmCrGP8ZPMIAYpnl2TBtRSKQ7ok2nQl1iO1OGJ9mLyjsaeCmmRDsQktjqFr6X4MdZhC-0FxONQUp-B8vCIXFdbRr__2iuyeHndmk2zfnl_MwzaxWqdJZb2UOlPOlQoyN0sZKyWK1GUcbS6t0g6wzCvMJRNeagY8BZBSSIvOW7Eit8e3duhiHHxV9ENoZh8FsOKngcKod_PbwOsM3xzhfl823p3Q_7ziG8t5VJs</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Cobalt catalyzed sp 3 C-H amination utilizing aryl azides</title><source>DOAJ Directory of Open Access Journals</source><source>PubMed Central Open Access</source><source>EZB-FREE-00999 freely available EZB journals</source><source>PubMed Central</source><creator>Villanueva, Omar ; Weldy, Nina Mace ; Blakey, Simon B ; MacBeth, Cora E</creator><creatorcontrib>Villanueva, Omar ; Weldy, Nina Mace ; Blakey, Simon B ; MacBeth, Cora E</creatorcontrib><description>A dinuclear Co(ii) complex supported by a modular, tunable redox-active ligand system is capable of selective C-H amination to form indolines from aryl azides in good yields at low (1 mol%) catalyst loading. The reaction is tolerant of medicinally relevant heterocycles, such as pyridine and indole, and can be used to form 5-, 6-, and 7-membered rings. The synthetic versatility obtained using low loadings of an earth abundant transition metal complex represents a significant advance in catalytic C-H amination technology.</description><identifier>ISSN: 2041-6520</identifier><identifier>EISSN: 2041-6539</identifier><identifier>DOI: 10.1039/c5sc01162k</identifier><identifier>PMID: 29435216</identifier><language>eng</language><publisher>England</publisher><ispartof>Chemical science (Cambridge), 2015-11, Vol.6 (11), p.6672-6675</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c996-fce44975ddb517d99670b4a36d72ac84c59d1ab8fa8403e490126114434cadec3</citedby><cites>FETCH-LOGICAL-c996-fce44975ddb517d99670b4a36d72ac84c59d1ab8fa8403e490126114434cadec3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,864,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29435216$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Villanueva, Omar</creatorcontrib><creatorcontrib>Weldy, Nina Mace</creatorcontrib><creatorcontrib>Blakey, Simon B</creatorcontrib><creatorcontrib>MacBeth, Cora E</creatorcontrib><title>Cobalt catalyzed sp 3 C-H amination utilizing aryl azides</title><title>Chemical science (Cambridge)</title><addtitle>Chem Sci</addtitle><description>A dinuclear Co(ii) complex supported by a modular, tunable redox-active ligand system is capable of selective C-H amination to form indolines from aryl azides in good yields at low (1 mol%) catalyst loading. The reaction is tolerant of medicinally relevant heterocycles, such as pyridine and indole, and can be used to form 5-, 6-, and 7-membered rings. The synthetic versatility obtained using low loadings of an earth abundant transition metal complex represents a significant advance in catalytic C-H amination technology.</description><issn>2041-6520</issn><issn>2041-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNo9kEtPwzAQhC0EolXphR-AfEYKeP1I4iOygCIqcaD3aGM7yJCX4vTQ_HoChe5lV6NPq5kh5BrYHTCh762KlgGk_OuMLDmTkKRK6PPTzdmCrGP8ZPMIAYpnl2TBtRSKQ7ok2nQl1iO1OGJ9mLyjsaeCmmRDsQktjqFr6X4MdZhC-0FxONQUp-B8vCIXFdbRr__2iuyeHndmk2zfnl_MwzaxWqdJZb2UOlPOlQoyN0sZKyWK1GUcbS6t0g6wzCvMJRNeagY8BZBSSIvOW7Eit8e3duhiHHxV9ENoZh8FsOKngcKod_PbwOsM3xzhfl823p3Q_7ziG8t5VJs</recordid><startdate>20151101</startdate><enddate>20151101</enddate><creator>Villanueva, Omar</creator><creator>Weldy, Nina Mace</creator><creator>Blakey, Simon B</creator><creator>MacBeth, Cora E</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20151101</creationdate><title>Cobalt catalyzed sp 3 C-H amination utilizing aryl azides</title><author>Villanueva, Omar ; Weldy, Nina Mace ; Blakey, Simon B ; MacBeth, Cora E</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c996-fce44975ddb517d99670b4a36d72ac84c59d1ab8fa8403e490126114434cadec3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Villanueva, Omar</creatorcontrib><creatorcontrib>Weldy, Nina Mace</creatorcontrib><creatorcontrib>Blakey, Simon B</creatorcontrib><creatorcontrib>MacBeth, Cora E</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Chemical science (Cambridge)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Villanueva, Omar</au><au>Weldy, Nina Mace</au><au>Blakey, Simon B</au><au>MacBeth, Cora E</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cobalt catalyzed sp 3 C-H amination utilizing aryl azides</atitle><jtitle>Chemical science (Cambridge)</jtitle><addtitle>Chem Sci</addtitle><date>2015-11-01</date><risdate>2015</risdate><volume>6</volume><issue>11</issue><spage>6672</spage><epage>6675</epage><pages>6672-6675</pages><issn>2041-6520</issn><eissn>2041-6539</eissn><abstract>A dinuclear Co(ii) complex supported by a modular, tunable redox-active ligand system is capable of selective C-H amination to form indolines from aryl azides in good yields at low (1 mol%) catalyst loading. The reaction is tolerant of medicinally relevant heterocycles, such as pyridine and indole, and can be used to form 5-, 6-, and 7-membered rings. The synthetic versatility obtained using low loadings of an earth abundant transition metal complex represents a significant advance in catalytic C-H amination technology.</abstract><cop>England</cop><pmid>29435216</pmid><doi>10.1039/c5sc01162k</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 2041-6520
ispartof Chemical science (Cambridge), 2015-11, Vol.6 (11), p.6672-6675
issn 2041-6520
2041-6539
language eng
recordid cdi_crossref_primary_10_1039_C5SC01162K
source DOAJ Directory of Open Access Journals; PubMed Central Open Access; EZB-FREE-00999 freely available EZB journals; PubMed Central
title Cobalt catalyzed sp 3 C-H amination utilizing aryl azides
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-11T12%3A42%3A23IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-pubmed_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Cobalt%20catalyzed%20sp%203%20C-H%20amination%20utilizing%20aryl%20azides&rft.jtitle=Chemical%20science%20(Cambridge)&rft.au=Villanueva,%20Omar&rft.date=2015-11-01&rft.volume=6&rft.issue=11&rft.spage=6672&rft.epage=6675&rft.pages=6672-6675&rft.issn=2041-6520&rft.eissn=2041-6539&rft_id=info:doi/10.1039/c5sc01162k&rft_dat=%3Cpubmed_cross%3E29435216%3C/pubmed_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/29435216&rfr_iscdi=true