Sandmeyer Trifluoromethylation of Arenediazonium Tetrafluoroborates

Copper capabilities: Diazonium salts are converted into the corresponding trifluoromethyl derivatives in the presence of a trifluoromethyl–copper complex generated in situ from CuSCN and the inexpensive, easy‐to‐use trifluoromethylating reagent Me3Si‐CF3 (see scheme). This Sandmeyer‐type reaction al...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2013-07, Vol.52 (31), p.7972-7975
Hauptverfasser: Danoun, Grégory, Bayarmagnai, Bilguun, Grünberg, Matthias F., Gooßen, Lukas J.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 7975
container_issue 31
container_start_page 7972
container_title Angewandte Chemie International Edition
container_volume 52
creator Danoun, Grégory
Bayarmagnai, Bilguun
Grünberg, Matthias F.
Gooßen, Lukas J.
description Copper capabilities: Diazonium salts are converted into the corresponding trifluoromethyl derivatives in the presence of a trifluoromethyl–copper complex generated in situ from CuSCN and the inexpensive, easy‐to‐use trifluoromethylating reagent Me3Si‐CF3 (see scheme). This Sandmeyer‐type reaction allows the straightforward synthesis of trifluoromethylated arenes and heteroarenes from the corresponding amines.
doi_str_mv 10.1002/anie.201304276
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1701052360</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3026007931</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4816-26094dd03671d92ed4549bf7f2925f997f0cea497c9cbe62ad54088c80b9c2a3</originalsourceid><addsrcrecordid>eNqF0ctr2zAcB3AxVtbXrjuOwC69ONX7ccxCmgb6GCxQ2EXI9s9MmW1lks2W_vV1cBtKLz1Jh8_3C9IXoS8ETwnG9NK1HqYUE4Y5VfIDOiGCkowpxT4Od85YprQgx-g0pc3gtcbyEzqmTDOqhT5B85-uLRvYQZyso6_qPsTQQPd7V7vOh3YSqsksQguld4-h9X0zWUMX3QjzEF0H6RwdVa5O8Pn5PEPrq8V6fp3d3C9X89lNVnBNZEYlNrwsMZOKlIZCyQU3eaUqaqiojFEVLsBxowpT5CCpKwXHWhca56agjp2hi7F2G8PfHlJnG58KqGvXQuiTJQoTLCiT-H3KCRVCS80G-u0N3YQ-tsM79ooQyTjfF05HVcSQUoTKbqNvXNxZgu1-CLsfwh6GGAJfn2v7vIHywF9-fgBmBP98Dbt36uzsbrV4XZ6NWZ86-H_IuvjHSsWUsA93S7v8TpZm_uvW_mBPcAGjNQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1411163440</pqid></control><display><type>article</type><title>Sandmeyer Trifluoromethylation of Arenediazonium Tetrafluoroborates</title><source>MEDLINE</source><source>Access via Wiley Online Library</source><creator>Danoun, Grégory ; Bayarmagnai, Bilguun ; Grünberg, Matthias F. ; Gooßen, Lukas J.</creator><creatorcontrib>Danoun, Grégory ; Bayarmagnai, Bilguun ; Grünberg, Matthias F. ; Gooßen, Lukas J.</creatorcontrib><description>Copper capabilities: Diazonium salts are converted into the corresponding trifluoromethyl derivatives in the presence of a trifluoromethyl–copper complex generated in situ from CuSCN and the inexpensive, easy‐to‐use trifluoromethylating reagent Me3Si‐CF3 (see scheme). This Sandmeyer‐type reaction allows the straightforward synthesis of trifluoromethylated arenes and heteroarenes from the corresponding amines.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201304276</identifier><identifier>PMID: 23832858</identifier><identifier>CODEN: ACIEAY</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>AMINES ; Aromatic compounds ; Borates - chemistry ; CONVERTERS ; Coordination Complexes - chemistry ; Copper ; Copper - chemistry ; Copper converters ; Derivatives ; Diazonium Compounds - chemistry ; diazonium salts ; FABRICATION ; Fluorine - chemistry ; Methylation ; Sandmeyer reaction ; Synthesis ; trifluoromethylation</subject><ispartof>Angewandte Chemie International Edition, 2013-07, Vol.52 (31), p.7972-7975</ispartof><rights>Copyright © 2013 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4816-26094dd03671d92ed4549bf7f2925f997f0cea497c9cbe62ad54088c80b9c2a3</citedby><cites>FETCH-LOGICAL-c4816-26094dd03671d92ed4549bf7f2925f997f0cea497c9cbe62ad54088c80b9c2a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.201304276$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201304276$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23832858$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Danoun, Grégory</creatorcontrib><creatorcontrib>Bayarmagnai, Bilguun</creatorcontrib><creatorcontrib>Grünberg, Matthias F.</creatorcontrib><creatorcontrib>Gooßen, Lukas J.</creatorcontrib><title>Sandmeyer Trifluoromethylation of Arenediazonium Tetrafluoroborates</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. Chem. Int. Ed</addtitle><description>Copper capabilities: Diazonium salts are converted into the corresponding trifluoromethyl derivatives in the presence of a trifluoromethyl–copper complex generated in situ from CuSCN and the inexpensive, easy‐to‐use trifluoromethylating reagent Me3Si‐CF3 (see scheme). This Sandmeyer‐type reaction allows the straightforward synthesis of trifluoromethylated arenes and heteroarenes from the corresponding amines.</description><subject>AMINES</subject><subject>Aromatic compounds</subject><subject>Borates - chemistry</subject><subject>CONVERTERS</subject><subject>Coordination Complexes - chemistry</subject><subject>Copper</subject><subject>Copper - chemistry</subject><subject>Copper converters</subject><subject>Derivatives</subject><subject>Diazonium Compounds - chemistry</subject><subject>diazonium salts</subject><subject>FABRICATION</subject><subject>Fluorine - chemistry</subject><subject>Methylation</subject><subject>Sandmeyer reaction</subject><subject>Synthesis</subject><subject>trifluoromethylation</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0ctr2zAcB3AxVtbXrjuOwC69ONX7ccxCmgb6GCxQ2EXI9s9MmW1lks2W_vV1cBtKLz1Jh8_3C9IXoS8ETwnG9NK1HqYUE4Y5VfIDOiGCkowpxT4Od85YprQgx-g0pc3gtcbyEzqmTDOqhT5B85-uLRvYQZyso6_qPsTQQPd7V7vOh3YSqsksQguld4-h9X0zWUMX3QjzEF0H6RwdVa5O8Pn5PEPrq8V6fp3d3C9X89lNVnBNZEYlNrwsMZOKlIZCyQU3eaUqaqiojFEVLsBxowpT5CCpKwXHWhca56agjp2hi7F2G8PfHlJnG58KqGvXQuiTJQoTLCiT-H3KCRVCS80G-u0N3YQ-tsM79ooQyTjfF05HVcSQUoTKbqNvXNxZgu1-CLsfwh6GGAJfn2v7vIHywF9-fgBmBP98Dbt36uzsbrV4XZ6NWZ86-H_IuvjHSsWUsA93S7v8TpZm_uvW_mBPcAGjNQ</recordid><startdate>20130729</startdate><enddate>20130729</enddate><creator>Danoun, Grégory</creator><creator>Bayarmagnai, Bilguun</creator><creator>Grünberg, Matthias F.</creator><creator>Gooßen, Lukas J.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H8G</scope><scope>JG9</scope></search><sort><creationdate>20130729</creationdate><title>Sandmeyer Trifluoromethylation of Arenediazonium Tetrafluoroborates</title><author>Danoun, Grégory ; Bayarmagnai, Bilguun ; Grünberg, Matthias F. ; Gooßen, Lukas J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4816-26094dd03671d92ed4549bf7f2925f997f0cea497c9cbe62ad54088c80b9c2a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>AMINES</topic><topic>Aromatic compounds</topic><topic>Borates - chemistry</topic><topic>CONVERTERS</topic><topic>Coordination Complexes - chemistry</topic><topic>Copper</topic><topic>Copper - chemistry</topic><topic>Copper converters</topic><topic>Derivatives</topic><topic>Diazonium Compounds - chemistry</topic><topic>diazonium salts</topic><topic>FABRICATION</topic><topic>Fluorine - chemistry</topic><topic>Methylation</topic><topic>Sandmeyer reaction</topic><topic>Synthesis</topic><topic>trifluoromethylation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Danoun, Grégory</creatorcontrib><creatorcontrib>Bayarmagnai, Bilguun</creatorcontrib><creatorcontrib>Grünberg, Matthias F.</creatorcontrib><creatorcontrib>Gooßen, Lukas J.</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health &amp; Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Copper Technical Reference Library</collection><collection>Materials Research Database</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Danoun, Grégory</au><au>Bayarmagnai, Bilguun</au><au>Grünberg, Matthias F.</au><au>Gooßen, Lukas J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Sandmeyer Trifluoromethylation of Arenediazonium Tetrafluoroborates</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed</addtitle><date>2013-07-29</date><risdate>2013</risdate><volume>52</volume><issue>31</issue><spage>7972</spage><epage>7975</epage><pages>7972-7975</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><coden>ACIEAY</coden><abstract>Copper capabilities: Diazonium salts are converted into the corresponding trifluoromethyl derivatives in the presence of a trifluoromethyl–copper complex generated in situ from CuSCN and the inexpensive, easy‐to‐use trifluoromethylating reagent Me3Si‐CF3 (see scheme). This Sandmeyer‐type reaction allows the straightforward synthesis of trifluoromethylated arenes and heteroarenes from the corresponding amines.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>23832858</pmid><doi>10.1002/anie.201304276</doi><tpages>4</tpages><edition>International ed. in English</edition></addata></record>
fulltext fulltext
identifier ISSN: 1433-7851
ispartof Angewandte Chemie International Edition, 2013-07, Vol.52 (31), p.7972-7975
issn 1433-7851
1521-3773
language eng
recordid cdi_proquest_miscellaneous_1701052360
source MEDLINE; Access via Wiley Online Library
subjects AMINES
Aromatic compounds
Borates - chemistry
CONVERTERS
Coordination Complexes - chemistry
Copper
Copper - chemistry
Copper converters
Derivatives
Diazonium Compounds - chemistry
diazonium salts
FABRICATION
Fluorine - chemistry
Methylation
Sandmeyer reaction
Synthesis
trifluoromethylation
title Sandmeyer Trifluoromethylation of Arenediazonium Tetrafluoroborates
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-19T10%3A53%3A55IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Sandmeyer%20Trifluoromethylation%20of%20Arenediazonium%20Tetrafluoroborates&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Danoun,%20Gr%C3%A9gory&rft.date=2013-07-29&rft.volume=52&rft.issue=31&rft.spage=7972&rft.epage=7975&rft.pages=7972-7975&rft.issn=1433-7851&rft.eissn=1521-3773&rft.coden=ACIEAY&rft_id=info:doi/10.1002/anie.201304276&rft_dat=%3Cproquest_cross%3E3026007931%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1411163440&rft_id=info:pmid/23832858&rfr_iscdi=true