Copper/Silver Cocatalyzed Regioselective C5–H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds
Abstract A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5–H coupling of 8-aminoquinoline amides with the methylenic sp 3 C–H bond of 1,3-dicarbonyl compounds. This protocol provides a highly regioselective synthetic route for the func...
Gespeichert in:
Veröffentlicht in: | Synthesis (Stuttgart) 2020-04, Vol.52 (7), p.1007-1014 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1014 |
---|---|
container_issue | 7 |
container_start_page | 1007 |
container_title | Synthesis (Stuttgart) |
container_volume | 52 |
creator | Zhan, Fuxu Zhang, Wei Zhao, Huaiqing |
description | Abstract
A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5–H coupling of 8-aminoquinoline amides with the methylenic sp
3
C–H bond of 1,3-dicarbonyl compounds. This protocol provides a highly regioselective synthetic route for the functionalization of 8-aminoquinoline amides at C5 under mild conditions. Preliminary experiments reveal that radicals may be involved in this catalytic transformation. |
doi_str_mv | 10.1055/s-0039-1690806 |
format | Article |
fullrecord | <record><control><sourceid>thieme_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1055_s_0039_1690806</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1055_s_0039_1690806</sourcerecordid><originalsourceid>FETCH-LOGICAL-c277t-6d563601a93abea65144d26b08643a22aabc33a6070cb6d37d439fbde7d43ea73</originalsourceid><addsrcrecordid>eNp1UMtOwzAQtBBIlMKVsz8At3ac2MmxCpQiVULiIXGLnHhDXSVxsNOi9sQ_8Id8CQntlcvujHZnVjsIXTM6YTSKpp5QyhPCREJjKk7QiIVckoDRt1M0-hvJOGbn6ML7NaVUBjwZoX1q2xbc9NlUW3A4tYXqVLXbg8ZP8G6shwqKzmwBp9HP1_cCzzdNz22jKrNXA8C2xDGZ1aaxH5u-VKYB3FMNHn-aboXZDSe3plAut82u6k_Urd002l-is1JVHq6OfYxe53cv6YIsH-8f0tmSFIGUHRE6ElxQphKuclAiYmGoA5HTWIRcBYFSecG5ElTSIheaSx3ypMw1DACU5GM0OfgWznrvoMxaZ2rldhmj2ZBc5rMhnuyYXC8gB0G3MlBDtrYb1__r_9v_BQMccdY</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Copper/Silver Cocatalyzed Regioselective C5–H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds</title><source>Thieme Connect Journals</source><creator>Zhan, Fuxu ; Zhang, Wei ; Zhao, Huaiqing</creator><creatorcontrib>Zhan, Fuxu ; Zhang, Wei ; Zhao, Huaiqing</creatorcontrib><description>Abstract
A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5–H coupling of 8-aminoquinoline amides with the methylenic sp
3
C–H bond of 1,3-dicarbonyl compounds. This protocol provides a highly regioselective synthetic route for the functionalization of 8-aminoquinoline amides at C5 under mild conditions. Preliminary experiments reveal that radicals may be involved in this catalytic transformation.</description><identifier>ISSN: 0039-7881</identifier><identifier>EISSN: 1437-210X</identifier><identifier>DOI: 10.1055/s-0039-1690806</identifier><language>eng</language><publisher>Stuttgart · New York: Georg Thieme Verlag</publisher><subject>feature</subject><ispartof>Synthesis (Stuttgart), 2020-04, Vol.52 (7), p.1007-1014</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c277t-6d563601a93abea65144d26b08643a22aabc33a6070cb6d37d439fbde7d43ea73</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0039-1690806.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-0039-1690806$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3003,3004,27903,27904,54537,54538</link.rule.ids></links><search><creatorcontrib>Zhan, Fuxu</creatorcontrib><creatorcontrib>Zhang, Wei</creatorcontrib><creatorcontrib>Zhao, Huaiqing</creatorcontrib><title>Copper/Silver Cocatalyzed Regioselective C5–H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds</title><title>Synthesis (Stuttgart)</title><addtitle>Synthesis</addtitle><description>Abstract
A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5–H coupling of 8-aminoquinoline amides with the methylenic sp
3
C–H bond of 1,3-dicarbonyl compounds. This protocol provides a highly regioselective synthetic route for the functionalization of 8-aminoquinoline amides at C5 under mild conditions. Preliminary experiments reveal that radicals may be involved in this catalytic transformation.</description><subject>feature</subject><issn>0039-7881</issn><issn>1437-210X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp1UMtOwzAQtBBIlMKVsz8At3ac2MmxCpQiVULiIXGLnHhDXSVxsNOi9sQ_8Id8CQntlcvujHZnVjsIXTM6YTSKpp5QyhPCREJjKk7QiIVckoDRt1M0-hvJOGbn6ML7NaVUBjwZoX1q2xbc9NlUW3A4tYXqVLXbg8ZP8G6shwqKzmwBp9HP1_cCzzdNz22jKrNXA8C2xDGZ1aaxH5u-VKYB3FMNHn-aboXZDSe3plAut82u6k_Urd002l-is1JVHq6OfYxe53cv6YIsH-8f0tmSFIGUHRE6ElxQphKuclAiYmGoA5HTWIRcBYFSecG5ElTSIheaSx3ypMw1DACU5GM0OfgWznrvoMxaZ2rldhmj2ZBc5rMhnuyYXC8gB0G3MlBDtrYb1__r_9v_BQMccdY</recordid><startdate>20200401</startdate><enddate>20200401</enddate><creator>Zhan, Fuxu</creator><creator>Zhang, Wei</creator><creator>Zhao, Huaiqing</creator><general>Georg Thieme Verlag</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20200401</creationdate><title>Copper/Silver Cocatalyzed Regioselective C5–H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds</title><author>Zhan, Fuxu ; Zhang, Wei ; Zhao, Huaiqing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c277t-6d563601a93abea65144d26b08643a22aabc33a6070cb6d37d439fbde7d43ea73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>feature</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhan, Fuxu</creatorcontrib><creatorcontrib>Zhang, Wei</creatorcontrib><creatorcontrib>Zhao, Huaiqing</creatorcontrib><collection>CrossRef</collection><jtitle>Synthesis (Stuttgart)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhan, Fuxu</au><au>Zhang, Wei</au><au>Zhao, Huaiqing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper/Silver Cocatalyzed Regioselective C5–H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds</atitle><jtitle>Synthesis (Stuttgart)</jtitle><addtitle>Synthesis</addtitle><date>2020-04-01</date><risdate>2020</risdate><volume>52</volume><issue>7</issue><spage>1007</spage><epage>1014</epage><pages>1007-1014</pages><issn>0039-7881</issn><eissn>1437-210X</eissn><abstract>Abstract
A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5–H coupling of 8-aminoquinoline amides with the methylenic sp
3
C–H bond of 1,3-dicarbonyl compounds. This protocol provides a highly regioselective synthetic route for the functionalization of 8-aminoquinoline amides at C5 under mild conditions. Preliminary experiments reveal that radicals may be involved in this catalytic transformation.</abstract><cop>Stuttgart · New York</cop><pub>Georg Thieme Verlag</pub><doi>10.1055/s-0039-1690806</doi><tpages>8</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0039-7881 |
ispartof | Synthesis (Stuttgart), 2020-04, Vol.52 (7), p.1007-1014 |
issn | 0039-7881 1437-210X |
language | eng |
recordid | cdi_crossref_primary_10_1055_s_0039_1690806 |
source | Thieme Connect Journals |
subjects | feature |
title | Copper/Silver Cocatalyzed Regioselective C5–H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-26T01%3A58%3A22IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-thieme_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Copper/Silver%20Cocatalyzed%20Regioselective%20C5%E2%80%93H%20Functionalization%20of%208-Aminoquinoline%20Amides%20with%201,3-Dicarbonyl%20Compounds&rft.jtitle=Synthesis%20(Stuttgart)&rft.au=Zhan,%20Fuxu&rft.date=2020-04-01&rft.volume=52&rft.issue=7&rft.spage=1007&rft.epage=1014&rft.pages=1007-1014&rft.issn=0039-7881&rft.eissn=1437-210X&rft_id=info:doi/10.1055/s-0039-1690806&rft_dat=%3Cthieme_cross%3E10_1055_s_0039_1690806%3C/thieme_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 |