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...
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Veröffentlicht in: | Angewandte Chemie International Edition 2013-07, Vol.52 (31), p.7972-7975 |
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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 |
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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 & Co. 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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 & 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. 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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 |
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