Loading…

The synthesis of aryl-heteroaryl derivatives via the Rh III -catalyzed heteroarylation of arenes and heteroaromatic boronates

An efficient Rh -catalyzed strategy for constructing aryl-heteroaryl derivatives with removable ketoxime ether auxiliaries direct C-H heteroarylation based on arenes and heteroaromatic boronates has been disclosed. This protocol could tolerate various pyridine, pyrimidine, pyrazole, thiophene, and f...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2022-01, Vol.20 (3), p.686-693
Main Authors: Wang, Huai-Wei, Wu, Jia-Xue, Li, Da-Cheng, Qiao, Yu-Han, Yao, Qing-Xia, Sun, Wen-Can, Dou, Jian-Min
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c184t-cee4e05805a0c463dbfe815d637eeff98ec3f349cb37fbdfeffb33e39dee65183
cites cdi_FETCH-LOGICAL-c184t-cee4e05805a0c463dbfe815d637eeff98ec3f349cb37fbdfeffb33e39dee65183
container_end_page 693
container_issue 3
container_start_page 686
container_title Organic & biomolecular chemistry
container_volume 20
creator Wang, Huai-Wei
Wu, Jia-Xue
Li, Da-Cheng
Qiao, Yu-Han
Yao, Qing-Xia
Sun, Wen-Can
Dou, Jian-Min
description An efficient Rh -catalyzed strategy for constructing aryl-heteroaryl derivatives with removable ketoxime ether auxiliaries direct C-H heteroarylation based on arenes and heteroaromatic boronates has been disclosed. This protocol could tolerate various pyridine, pyrimidine, pyrazole, thiophene, and furan heteroaromatic boronates well, providing the desired products with high reactivities and excellent regioselectivity. The easy synthetic accessibility may offer potential for application in the synthesis of heterocyclic drug molecules containing aryl-heteroaryl motifs.
doi_str_mv 10.1039/d1ob02201f
format article
fullrecord <record><control><sourceid>pubmed_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_D1OB02201F</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>34951443</sourcerecordid><originalsourceid>FETCH-LOGICAL-c184t-cee4e05805a0c463dbfe815d637eeff98ec3f349cb37fbdfeffb33e39dee65183</originalsourceid><addsrcrecordid>eNpFkFtLAzEQhYMotlZf_AGSZ2E16WRvj1qtLhQKUp-XXCbsSrspyVqo4H83tdo-zTDzncPMIeSaszvOoLw33Ck2HjNuT8iQizxPWArl6aEfswG5COGDMV7mmTgnAxBlyoWAIfleNEjDtusbDG2gzlLpt8ukwR6927XUoG83sm83GOimlTSS9K2hVVXRRMteLrdfaOhREFHX7Y2wixrZHbduFbeaKuddJ3sMl-TMymXAq786Iu_T58XkNZnNX6rJwyzRvBB9ohEFsrRgqWRaZGCUxYKnJoMc0dqyQA02_qQV5FYZG2cKAKE0iFnKCxiR272v9i4Ej7Ze-3YVr605q3cZ1k98_vib4TTCN3t4_alWaA7of2jwA8sScJk</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>The synthesis of aryl-heteroaryl derivatives via the Rh III -catalyzed heteroarylation of arenes and heteroaromatic boronates</title><source>Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list)</source><creator>Wang, Huai-Wei ; Wu, Jia-Xue ; Li, Da-Cheng ; Qiao, Yu-Han ; Yao, Qing-Xia ; Sun, Wen-Can ; Dou, Jian-Min</creator><creatorcontrib>Wang, Huai-Wei ; Wu, Jia-Xue ; Li, Da-Cheng ; Qiao, Yu-Han ; Yao, Qing-Xia ; Sun, Wen-Can ; Dou, Jian-Min</creatorcontrib><description>An efficient Rh -catalyzed strategy for constructing aryl-heteroaryl derivatives with removable ketoxime ether auxiliaries direct C-H heteroarylation based on arenes and heteroaromatic boronates has been disclosed. This protocol could tolerate various pyridine, pyrimidine, pyrazole, thiophene, and furan heteroaromatic boronates well, providing the desired products with high reactivities and excellent regioselectivity. The easy synthetic accessibility may offer potential for application in the synthesis of heterocyclic drug molecules containing aryl-heteroaryl motifs.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d1ob02201f</identifier><identifier>PMID: 34951443</identifier><language>eng</language><publisher>England</publisher><ispartof>Organic &amp; biomolecular chemistry, 2022-01, Vol.20 (3), p.686-693</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c184t-cee4e05805a0c463dbfe815d637eeff98ec3f349cb37fbdfeffb33e39dee65183</citedby><cites>FETCH-LOGICAL-c184t-cee4e05805a0c463dbfe815d637eeff98ec3f349cb37fbdfeffb33e39dee65183</cites><orcidid>0000-0002-2680-5865 ; 0000-0003-3155-835X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34951443$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wang, Huai-Wei</creatorcontrib><creatorcontrib>Wu, Jia-Xue</creatorcontrib><creatorcontrib>Li, Da-Cheng</creatorcontrib><creatorcontrib>Qiao, Yu-Han</creatorcontrib><creatorcontrib>Yao, Qing-Xia</creatorcontrib><creatorcontrib>Sun, Wen-Can</creatorcontrib><creatorcontrib>Dou, Jian-Min</creatorcontrib><title>The synthesis of aryl-heteroaryl derivatives via the Rh III -catalyzed heteroarylation of arenes and heteroaromatic boronates</title><title>Organic &amp; biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>An efficient Rh -catalyzed strategy for constructing aryl-heteroaryl derivatives with removable ketoxime ether auxiliaries direct C-H heteroarylation based on arenes and heteroaromatic boronates has been disclosed. This protocol could tolerate various pyridine, pyrimidine, pyrazole, thiophene, and furan heteroaromatic boronates well, providing the desired products with high reactivities and excellent regioselectivity. The easy synthetic accessibility may offer potential for application in the synthesis of heterocyclic drug molecules containing aryl-heteroaryl motifs.</description><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpFkFtLAzEQhYMotlZf_AGSZ2E16WRvj1qtLhQKUp-XXCbsSrspyVqo4H83tdo-zTDzncPMIeSaszvOoLw33Ck2HjNuT8iQizxPWArl6aEfswG5COGDMV7mmTgnAxBlyoWAIfleNEjDtusbDG2gzlLpt8ukwR6927XUoG83sm83GOimlTSS9K2hVVXRRMteLrdfaOhREFHX7Y2wixrZHbduFbeaKuddJ3sMl-TMymXAq786Iu_T58XkNZnNX6rJwyzRvBB9ohEFsrRgqWRaZGCUxYKnJoMc0dqyQA02_qQV5FYZG2cKAKE0iFnKCxiR272v9i4Ej7Ze-3YVr605q3cZ1k98_vib4TTCN3t4_alWaA7of2jwA8sScJk</recordid><startdate>20220119</startdate><enddate>20220119</enddate><creator>Wang, Huai-Wei</creator><creator>Wu, Jia-Xue</creator><creator>Li, Da-Cheng</creator><creator>Qiao, Yu-Han</creator><creator>Yao, Qing-Xia</creator><creator>Sun, Wen-Can</creator><creator>Dou, Jian-Min</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-2680-5865</orcidid><orcidid>https://orcid.org/0000-0003-3155-835X</orcidid></search><sort><creationdate>20220119</creationdate><title>The synthesis of aryl-heteroaryl derivatives via the Rh III -catalyzed heteroarylation of arenes and heteroaromatic boronates</title><author>Wang, Huai-Wei ; Wu, Jia-Xue ; Li, Da-Cheng ; Qiao, Yu-Han ; Yao, Qing-Xia ; Sun, Wen-Can ; Dou, Jian-Min</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c184t-cee4e05805a0c463dbfe815d637eeff98ec3f349cb37fbdfeffb33e39dee65183</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Huai-Wei</creatorcontrib><creatorcontrib>Wu, Jia-Xue</creatorcontrib><creatorcontrib>Li, Da-Cheng</creatorcontrib><creatorcontrib>Qiao, Yu-Han</creatorcontrib><creatorcontrib>Yao, Qing-Xia</creatorcontrib><creatorcontrib>Sun, Wen-Can</creatorcontrib><creatorcontrib>Dou, Jian-Min</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Organic &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Huai-Wei</au><au>Wu, Jia-Xue</au><au>Li, Da-Cheng</au><au>Qiao, Yu-Han</au><au>Yao, Qing-Xia</au><au>Sun, Wen-Can</au><au>Dou, Jian-Min</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The synthesis of aryl-heteroaryl derivatives via the Rh III -catalyzed heteroarylation of arenes and heteroaromatic boronates</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2022-01-19</date><risdate>2022</risdate><volume>20</volume><issue>3</issue><spage>686</spage><epage>693</epage><pages>686-693</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>An efficient Rh -catalyzed strategy for constructing aryl-heteroaryl derivatives with removable ketoxime ether auxiliaries direct C-H heteroarylation based on arenes and heteroaromatic boronates has been disclosed. This protocol could tolerate various pyridine, pyrimidine, pyrazole, thiophene, and furan heteroaromatic boronates well, providing the desired products with high reactivities and excellent regioselectivity. The easy synthetic accessibility may offer potential for application in the synthesis of heterocyclic drug molecules containing aryl-heteroaryl motifs.</abstract><cop>England</cop><pmid>34951443</pmid><doi>10.1039/d1ob02201f</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-2680-5865</orcidid><orcidid>https://orcid.org/0000-0003-3155-835X</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2022-01, Vol.20 (3), p.686-693
issn 1477-0520
1477-0539
language eng
recordid cdi_crossref_primary_10_1039_D1OB02201F
source Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list)
title The synthesis of aryl-heteroaryl derivatives via the Rh III -catalyzed heteroarylation of arenes and heteroaromatic boronates
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T18%3A12%3A19IST&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=The%20synthesis%20of%20aryl-heteroaryl%20derivatives%20via%20the%20Rh%20III%20-catalyzed%20heteroarylation%20of%20arenes%20and%20heteroaromatic%20boronates&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Wang,%20Huai-Wei&rft.date=2022-01-19&rft.volume=20&rft.issue=3&rft.spage=686&rft.epage=693&rft.pages=686-693&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d1ob02201f&rft_dat=%3Cpubmed_cross%3E34951443%3C/pubmed_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c184t-cee4e05805a0c463dbfe815d637eeff98ec3f349cb37fbdfeffb33e39dee65183%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/34951443&rfr_iscdi=true