Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols

We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-07, Vol.56 (52), p.712-7123
Hauptverfasser: Liu, Mingyang, Zhang, Zhanrong, Liu, Huizhen, Wu, Tianbin, Han, Buxing
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 7123
container_issue 52
container_start_page 712
container_title Chemical communications (Cambridge, England)
container_volume 56
creator Liu, Mingyang
Zhang, Zhanrong
Liu, Huizhen
Wu, Tianbin
Han, Buxing
description We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction. Aryl alcohols which acted as aromatic electrophilic and radical synthetic equivalents were effectively converted to aryl halides via Cu mediated side-directed dehydroxyalkylative halogenation of C(aryl)-C bonds.
doi_str_mv 10.1039/d0cc02306j
format Article
fullrecord <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_journals_2418731051</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2418731051</sourcerecordid><originalsourceid>FETCH-LOGICAL-c363t-a24cf6926f3297a4b20d30bb63df6e33989e6b58dbf8e909e1a4fa5e3f3b56ac3</originalsourceid><addsrcrecordid>eNp90c9PwyAUB3BiNG5OL941NV6mSRX6gJWj6fyZJV408dZQCm6TlVlWY_97mZsz8SAX4PHJC3xB6JDgC4JBXJZYKZwA5tMt1CXAacxo-rK9XDMRD4CyDtrzforDICzdRR1IKEtTCl00HOpxW9bus5X2rbVyMfnQ0Vha96qrsHFV5EyU9WXd2rM4iwpXlX5ZWhYiaZUbO-v30Y6R1uuD9dxDzzfXT9ldPHq8vc-uRrECDotYJlQZLhJuIBEDSYsEl4CLgkNpuAYQqdC8YGlZmFQLLDSR1EimwUDBuFTQQ_1V33nt3hvtF_ls4pW2VlbaNT5PKB4AYcBooKd_6NQ1dRVuFxRJA8OMBHW-Uqp23tfa5PN6MgtvywnOl9nmQ5xl39k-BHy8btkUM11u6E-YAZysQO3V5vT3c_J5aYI5-s_AFzuBiDk</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2418731051</pqid></control><display><type>article</type><title>Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Liu, Mingyang ; Zhang, Zhanrong ; Liu, Huizhen ; Wu, Tianbin ; Han, Buxing</creator><creatorcontrib>Liu, Mingyang ; Zhang, Zhanrong ; Liu, Huizhen ; Wu, Tianbin ; Han, Buxing</creatorcontrib><description>We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction. Aryl alcohols which acted as aromatic electrophilic and radical synthetic equivalents were effectively converted to aryl halides via Cu mediated side-directed dehydroxyalkylative halogenation of C(aryl)-C bonds.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d0cc02306j</identifier><identifier>PMID: 32458843</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Alcohol ; Alcohols ; Aromatic compounds ; Bromides ; Halogenation ; Iodides</subject><ispartof>Chemical communications (Cambridge, England), 2020-07, Vol.56 (52), p.712-7123</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c363t-a24cf6926f3297a4b20d30bb63df6e33989e6b58dbf8e909e1a4fa5e3f3b56ac3</citedby><cites>FETCH-LOGICAL-c363t-a24cf6926f3297a4b20d30bb63df6e33989e6b58dbf8e909e1a4fa5e3f3b56ac3</cites><orcidid>0000-0002-6801-7816 ; 0000-0003-0440-809X ; 0000-0002-1334-9637 ; 0000-0002-2187-9654 ; 0000-0002-6643-5096</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32458843$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Mingyang</creatorcontrib><creatorcontrib>Zhang, Zhanrong</creatorcontrib><creatorcontrib>Liu, Huizhen</creatorcontrib><creatorcontrib>Wu, Tianbin</creatorcontrib><creatorcontrib>Han, Buxing</creatorcontrib><title>Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction. Aryl alcohols which acted as aromatic electrophilic and radical synthetic equivalents were effectively converted to aryl halides via Cu mediated side-directed dehydroxyalkylative halogenation of C(aryl)-C bonds.</description><subject>Alcohol</subject><subject>Alcohols</subject><subject>Aromatic compounds</subject><subject>Bromides</subject><subject>Halogenation</subject><subject>Iodides</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp90c9PwyAUB3BiNG5OL941NV6mSRX6gJWj6fyZJV408dZQCm6TlVlWY_97mZsz8SAX4PHJC3xB6JDgC4JBXJZYKZwA5tMt1CXAacxo-rK9XDMRD4CyDtrzforDICzdRR1IKEtTCl00HOpxW9bus5X2rbVyMfnQ0Vha96qrsHFV5EyU9WXd2rM4iwpXlX5ZWhYiaZUbO-v30Y6R1uuD9dxDzzfXT9ldPHq8vc-uRrECDotYJlQZLhJuIBEDSYsEl4CLgkNpuAYQqdC8YGlZmFQLLDSR1EimwUDBuFTQQ_1V33nt3hvtF_ls4pW2VlbaNT5PKB4AYcBooKd_6NQ1dRVuFxRJA8OMBHW-Uqp23tfa5PN6MgtvywnOl9nmQ5xl39k-BHy8btkUM11u6E-YAZysQO3V5vT3c_J5aYI5-s_AFzuBiDk</recordid><startdate>20200704</startdate><enddate>20200704</enddate><creator>Liu, Mingyang</creator><creator>Zhang, Zhanrong</creator><creator>Liu, Huizhen</creator><creator>Wu, Tianbin</creator><creator>Han, Buxing</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-6801-7816</orcidid><orcidid>https://orcid.org/0000-0003-0440-809X</orcidid><orcidid>https://orcid.org/0000-0002-1334-9637</orcidid><orcidid>https://orcid.org/0000-0002-2187-9654</orcidid><orcidid>https://orcid.org/0000-0002-6643-5096</orcidid></search><sort><creationdate>20200704</creationdate><title>Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols</title><author>Liu, Mingyang ; Zhang, Zhanrong ; Liu, Huizhen ; Wu, Tianbin ; Han, Buxing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c363t-a24cf6926f3297a4b20d30bb63df6e33989e6b58dbf8e909e1a4fa5e3f3b56ac3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alcohol</topic><topic>Alcohols</topic><topic>Aromatic compounds</topic><topic>Bromides</topic><topic>Halogenation</topic><topic>Iodides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Mingyang</creatorcontrib><creatorcontrib>Zhang, Zhanrong</creatorcontrib><creatorcontrib>Liu, Huizhen</creatorcontrib><creatorcontrib>Wu, Tianbin</creatorcontrib><creatorcontrib>Han, Buxing</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Mingyang</au><au>Zhang, Zhanrong</au><au>Liu, Huizhen</au><au>Wu, Tianbin</au><au>Han, Buxing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2020-07-04</date><risdate>2020</risdate><volume>56</volume><issue>52</issue><spage>712</spage><epage>7123</epage><pages>712-7123</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction. Aryl alcohols which acted as aromatic electrophilic and radical synthetic equivalents were effectively converted to aryl halides via Cu mediated side-directed dehydroxyalkylative halogenation of C(aryl)-C bonds.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>32458843</pmid><doi>10.1039/d0cc02306j</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-6801-7816</orcidid><orcidid>https://orcid.org/0000-0003-0440-809X</orcidid><orcidid>https://orcid.org/0000-0002-1334-9637</orcidid><orcidid>https://orcid.org/0000-0002-2187-9654</orcidid><orcidid>https://orcid.org/0000-0002-6643-5096</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1359-7345
ispartof Chemical communications (Cambridge, England), 2020-07, Vol.56 (52), p.712-7123
issn 1359-7345
1364-548X
language eng
recordid cdi_proquest_journals_2418731051
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Alcohol
Alcohols
Aromatic compounds
Bromides
Halogenation
Iodides
title Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-29T19%3A32%3A02IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Dehydroxyalkylative%20halogenation%20of%20C(aryl)-C%20bonds%20of%20aryl%20alcohols&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Liu,%20Mingyang&rft.date=2020-07-04&rft.volume=56&rft.issue=52&rft.spage=712&rft.epage=7123&rft.pages=712-7123&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/d0cc02306j&rft_dat=%3Cproquest_pubme%3E2418731051%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2418731051&rft_id=info:pmid/32458843&rfr_iscdi=true