Loading…

Copper-catalyzed oxidative direct C3-cyanoarylation of quinoxalin-2(1)-ones denitrogenative ring-opening of 3-aminoindazoles

A convenient and efficient copper-catalyzed oxidative arylation of quinoxalin-2(1 H )-ones with 3-aminoindazoles is developed for the synthesis of cyanoarylated quinoxalin-2(1 H )-ones. Notably, 3-aminoindazoles are employed as efficient arylating agents via the cleavage of two C-N bonds. This oxida...

Full description

Saved in:
Bibliographic Details
Published in:New journal of chemistry 2023-02, Vol.47 (8), p.3783-3792
Main Authors: Mou, Chen-Xu, Yuan, Jin-Wei, Hu, Qian, Han, Bing-Jie, Yang, Liang-Ru, Xiao, Yong-Mei, Fan, Lu-Lu, Zhang, Shou-Ren, Qu, Ling-Bo
Format: Article
Language:
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by
cites
container_end_page 3792
container_issue 8
container_start_page 3783
container_title New journal of chemistry
container_volume 47
creator Mou, Chen-Xu
Yuan, Jin-Wei
Hu, Qian
Han, Bing-Jie
Yang, Liang-Ru
Xiao, Yong-Mei
Fan, Lu-Lu
Zhang, Shou-Ren
Qu, Ling-Bo
description A convenient and efficient copper-catalyzed oxidative arylation of quinoxalin-2(1 H )-ones with 3-aminoindazoles is developed for the synthesis of cyanoarylated quinoxalin-2(1 H )-ones. Notably, 3-aminoindazoles are employed as efficient arylating agents via the cleavage of two C-N bonds. This oxidative arylation of quinoxalin-2(1 H )-ones involves a radical process and undergoes a sequence of 3-aminoindazole oxidation, two C-N bond cleavage, and cyanoaryl radical addition. A convenient and efficient copper-catalyzed oxidative C3-cyanoarylation of quinoxalin-2(1 H )-ones is developed using 3-aminoindazoles as efficient arylating agents via the cleavage of two C-N bonds.
doi_str_mv 10.1039/d2nj04309b
format article
fullrecord <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_d2nj04309b</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>d2nj04309b</sourcerecordid><originalsourceid>FETCH-rsc_primary_d2nj04309b3</originalsourceid><addsrcrecordid>eNqFT8FKxDAUDKLg6nrxLuSoh-fmNbXSc1H8AO_Ls8mWLNn3alJlu_jxRhQ87mmGGWaGUeoazT0a265cxVtTW9O-nagF2qaFtmrwtHCsazAPdXOuLnLeGoP42OBCfXUyjj5BTxPF-eCdln1wNIVPr11Ivp90Z6GfiYXSHIshrGWj3z8Cy55iYKhu8Q6EfdbOc5iSDJ5_C1LgAWQsKg8_IQu0K7HAjg4SfV6qsw3F7K_-8FLdPD-9di-Qcr8eU9iVyfX_JXvM_wbYglGM</addsrcrecordid><sourcetype>Publisher</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Copper-catalyzed oxidative direct C3-cyanoarylation of quinoxalin-2(1)-ones denitrogenative ring-opening of 3-aminoindazoles</title><source>Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list)</source><creator>Mou, Chen-Xu ; Yuan, Jin-Wei ; Hu, Qian ; Han, Bing-Jie ; Yang, Liang-Ru ; Xiao, Yong-Mei ; Fan, Lu-Lu ; Zhang, Shou-Ren ; Qu, Ling-Bo</creator><creatorcontrib>Mou, Chen-Xu ; Yuan, Jin-Wei ; Hu, Qian ; Han, Bing-Jie ; Yang, Liang-Ru ; Xiao, Yong-Mei ; Fan, Lu-Lu ; Zhang, Shou-Ren ; Qu, Ling-Bo</creatorcontrib><description>A convenient and efficient copper-catalyzed oxidative arylation of quinoxalin-2(1 H )-ones with 3-aminoindazoles is developed for the synthesis of cyanoarylated quinoxalin-2(1 H )-ones. Notably, 3-aminoindazoles are employed as efficient arylating agents via the cleavage of two C-N bonds. This oxidative arylation of quinoxalin-2(1 H )-ones involves a radical process and undergoes a sequence of 3-aminoindazole oxidation, two C-N bond cleavage, and cyanoaryl radical addition. A convenient and efficient copper-catalyzed oxidative C3-cyanoarylation of quinoxalin-2(1 H )-ones is developed using 3-aminoindazoles as efficient arylating agents via the cleavage of two C-N bonds.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/d2nj04309b</identifier><ispartof>New journal of chemistry, 2023-02, Vol.47 (8), p.3783-3792</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Mou, Chen-Xu</creatorcontrib><creatorcontrib>Yuan, Jin-Wei</creatorcontrib><creatorcontrib>Hu, Qian</creatorcontrib><creatorcontrib>Han, Bing-Jie</creatorcontrib><creatorcontrib>Yang, Liang-Ru</creatorcontrib><creatorcontrib>Xiao, Yong-Mei</creatorcontrib><creatorcontrib>Fan, Lu-Lu</creatorcontrib><creatorcontrib>Zhang, Shou-Ren</creatorcontrib><creatorcontrib>Qu, Ling-Bo</creatorcontrib><title>Copper-catalyzed oxidative direct C3-cyanoarylation of quinoxalin-2(1)-ones denitrogenative ring-opening of 3-aminoindazoles</title><title>New journal of chemistry</title><description>A convenient and efficient copper-catalyzed oxidative arylation of quinoxalin-2(1 H )-ones with 3-aminoindazoles is developed for the synthesis of cyanoarylated quinoxalin-2(1 H )-ones. Notably, 3-aminoindazoles are employed as efficient arylating agents via the cleavage of two C-N bonds. This oxidative arylation of quinoxalin-2(1 H )-ones involves a radical process and undergoes a sequence of 3-aminoindazole oxidation, two C-N bond cleavage, and cyanoaryl radical addition. A convenient and efficient copper-catalyzed oxidative C3-cyanoarylation of quinoxalin-2(1 H )-ones is developed using 3-aminoindazoles as efficient arylating agents via the cleavage of two C-N bonds.</description><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFT8FKxDAUDKLg6nrxLuSoh-fmNbXSc1H8AO_Ls8mWLNn3alJlu_jxRhQ87mmGGWaGUeoazT0a265cxVtTW9O-nagF2qaFtmrwtHCsazAPdXOuLnLeGoP42OBCfXUyjj5BTxPF-eCdln1wNIVPr11Ivp90Z6GfiYXSHIshrGWj3z8Cy55iYKhu8Q6EfdbOc5iSDJ5_C1LgAWQsKg8_IQu0K7HAjg4SfV6qsw3F7K_-8FLdPD-9di-Qcr8eU9iVyfX_JXvM_wbYglGM</recordid><startdate>20230220</startdate><enddate>20230220</enddate><creator>Mou, Chen-Xu</creator><creator>Yuan, Jin-Wei</creator><creator>Hu, Qian</creator><creator>Han, Bing-Jie</creator><creator>Yang, Liang-Ru</creator><creator>Xiao, Yong-Mei</creator><creator>Fan, Lu-Lu</creator><creator>Zhang, Shou-Ren</creator><creator>Qu, Ling-Bo</creator><scope/></search><sort><creationdate>20230220</creationdate><title>Copper-catalyzed oxidative direct C3-cyanoarylation of quinoxalin-2(1)-ones denitrogenative ring-opening of 3-aminoindazoles</title><author>Mou, Chen-Xu ; Yuan, Jin-Wei ; Hu, Qian ; Han, Bing-Jie ; Yang, Liang-Ru ; Xiao, Yong-Mei ; Fan, Lu-Lu ; Zhang, Shou-Ren ; Qu, Ling-Bo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d2nj04309b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2023</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mou, Chen-Xu</creatorcontrib><creatorcontrib>Yuan, Jin-Wei</creatorcontrib><creatorcontrib>Hu, Qian</creatorcontrib><creatorcontrib>Han, Bing-Jie</creatorcontrib><creatorcontrib>Yang, Liang-Ru</creatorcontrib><creatorcontrib>Xiao, Yong-Mei</creatorcontrib><creatorcontrib>Fan, Lu-Lu</creatorcontrib><creatorcontrib>Zhang, Shou-Ren</creatorcontrib><creatorcontrib>Qu, Ling-Bo</creatorcontrib><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mou, Chen-Xu</au><au>Yuan, Jin-Wei</au><au>Hu, Qian</au><au>Han, Bing-Jie</au><au>Yang, Liang-Ru</au><au>Xiao, Yong-Mei</au><au>Fan, Lu-Lu</au><au>Zhang, Shou-Ren</au><au>Qu, Ling-Bo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper-catalyzed oxidative direct C3-cyanoarylation of quinoxalin-2(1)-ones denitrogenative ring-opening of 3-aminoindazoles</atitle><jtitle>New journal of chemistry</jtitle><date>2023-02-20</date><risdate>2023</risdate><volume>47</volume><issue>8</issue><spage>3783</spage><epage>3792</epage><pages>3783-3792</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>A convenient and efficient copper-catalyzed oxidative arylation of quinoxalin-2(1 H )-ones with 3-aminoindazoles is developed for the synthesis of cyanoarylated quinoxalin-2(1 H )-ones. Notably, 3-aminoindazoles are employed as efficient arylating agents via the cleavage of two C-N bonds. This oxidative arylation of quinoxalin-2(1 H )-ones involves a radical process and undergoes a sequence of 3-aminoindazole oxidation, two C-N bond cleavage, and cyanoaryl radical addition. A convenient and efficient copper-catalyzed oxidative C3-cyanoarylation of quinoxalin-2(1 H )-ones is developed using 3-aminoindazoles as efficient arylating agents via the cleavage of two C-N bonds.</abstract><doi>10.1039/d2nj04309b</doi><tpages>1</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1144-0546
ispartof New journal of chemistry, 2023-02, Vol.47 (8), p.3783-3792
issn 1144-0546
1369-9261
language
recordid cdi_rsc_primary_d2nj04309b
source Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list)
title Copper-catalyzed oxidative direct C3-cyanoarylation of quinoxalin-2(1)-ones denitrogenative ring-opening of 3-aminoindazoles
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T13%3A22%3A10IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Copper-catalyzed%20oxidative%20direct%20C3-cyanoarylation%20of%20quinoxalin-2(1)-ones%20denitrogenative%20ring-opening%20of%203-aminoindazoles&rft.jtitle=New%20journal%20of%20chemistry&rft.au=Mou,%20Chen-Xu&rft.date=2023-02-20&rft.volume=47&rft.issue=8&rft.spage=3783&rft.epage=3792&rft.pages=3783-3792&rft.issn=1144-0546&rft.eissn=1369-9261&rft_id=info:doi/10.1039/d2nj04309b&rft_dat=%3Crsc%3Ed2nj04309b%3C/rsc%3E%3Cgrp_id%3Ecdi_FETCH-rsc_primary_d2nj04309b3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true