Copper-Catalyzed Arylation and Alkenylation of Polyfluoroarene C−H Bonds
An efficient, copper-catalyzed method for the arylation, alkenylation, and benzylation of polyfluoroarenes has been developed. Arenes containing two or more fluorine substituents on the aromatic ring can be efficiently functionalized. The best results are obtained by using a combination of copper io...
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| Veröffentlicht in: | Journal of the American Chemical Society 2008-01, Vol.130 (4), p.1128-1129 |
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| container_end_page | 1129 |
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| container_issue | 4 |
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| container_title | Journal of the American Chemical Society |
| container_volume | 130 |
| creator | Do, Hien-Quang Daugulis, Olafs |
| description | An efficient, copper-catalyzed method for the arylation, alkenylation, and benzylation of polyfluoroarenes has been developed. Arenes containing two or more fluorine substituents on the aromatic ring can be efficiently functionalized. The best results are obtained by using a combination of copper iodide catalyst, phenanthroline ligand, aryl bromide or aryl iodide coupling partner, and DMF or DMF/xylene mixed solvent. |
| doi_str_mv | 10.1021/ja077862l |
| format | Article |
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Arenes containing two or more fluorine substituents on the aromatic ring can be efficiently functionalized. 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Am. Chem. Soc</addtitle><description>An efficient, copper-catalyzed method for the arylation, alkenylation, and benzylation of polyfluoroarenes has been developed. Arenes containing two or more fluorine substituents on the aromatic ring can be efficiently functionalized. The best results are obtained by using a combination of copper iodide catalyst, phenanthroline ligand, aryl bromide or aryl iodide coupling partner, and DMF or DMF/xylene mixed solvent.</description><subject>Alkenes - chemistry</subject><subject>Biochemistry - methods</subject><subject>Bromides - chemistry</subject><subject>Carbon - chemistry</subject><subject>Chemistry - methods</subject><subject>Copper - chemistry</subject><subject>Dimethylformamide - chemistry</subject><subject>Fluorenes - chemistry</subject><subject>Fluorine - chemistry</subject><subject>Hydrogen - chemistry</subject><subject>Iodides - chemistry</subject><subject>Ligands</subject><subject>Models, Chemical</subject><subject>Phenanthrolines - chemistry</subject><subject>Solvents - chemistry</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkN9KHDEUxoNYdLW96AuUuVHwYmz-zExmboR1sK6yUKEWSm_CaSaps2aTMZmRjk_gtY_YJ2lkt1uFEjjhnO-X74QPofcEHxNMyccFYM7LgpotNCE5xWlOaLGNJhhjmkaB7aK9EBaxzWhJdtAuKeMpKJ-gy9p1nfJpDT2Y8UE1ydSPBvrW2QRs7Mytsn8HTidXzozaDM478MqqpP79-DRLTp1twlv0RoMJ6t363kdfP51d17N0_vn8op7OU8gx71PKNKkYKRgvCWSsYVploDOsGskZqRoJVdmwWKWstGoIljRjeSZLUnGc5Yzto5OVbzf8WMZXyvYejOh8uwQ_CgeteK3Y9kb8dPeC5qzIqiIaHK4NvLsbVOjFsg1SGQNWuSEIjiktOH0Gj1ag9C4Er_RmCcHiOXmxST6yH17-6h-5jjoC6QpoQ69-bXTwt6LgjOfi-uqL-E5nmF1-m4sy8gcrHmQQCzd4G0P9z-I_31KbJA</recordid><startdate>20080130</startdate><enddate>20080130</enddate><creator>Do, Hien-Quang</creator><creator>Daugulis, Olafs</creator><general>American Chemical Society</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>7X8</scope><scope>5PM</scope></search><sort><creationdate>20080130</creationdate><title>Copper-Catalyzed Arylation and Alkenylation of Polyfluoroarene C−H Bonds</title><author>Do, Hien-Quang ; Daugulis, Olafs</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a507t-23f193163781a43d3fe4af40edc7319dca98d3ca9cc9fed10c24354c819704533</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Alkenes - chemistry</topic><topic>Biochemistry - methods</topic><topic>Bromides - chemistry</topic><topic>Carbon - chemistry</topic><topic>Chemistry - methods</topic><topic>Copper - chemistry</topic><topic>Dimethylformamide - chemistry</topic><topic>Fluorenes - chemistry</topic><topic>Fluorine - chemistry</topic><topic>Hydrogen - chemistry</topic><topic>Iodides - chemistry</topic><topic>Ligands</topic><topic>Models, Chemical</topic><topic>Phenanthrolines - chemistry</topic><topic>Solvents - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Do, Hien-Quang</creatorcontrib><creatorcontrib>Daugulis, Olafs</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>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Do, Hien-Quang</au><au>Daugulis, Olafs</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper-Catalyzed Arylation and Alkenylation of Polyfluoroarene C−H Bonds</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2008-01-30</date><risdate>2008</risdate><volume>130</volume><issue>4</issue><spage>1128</spage><epage>1129</epage><pages>1128-1129</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>An efficient, copper-catalyzed method for the arylation, alkenylation, and benzylation of polyfluoroarenes has been developed. Arenes containing two or more fluorine substituents on the aromatic ring can be efficiently functionalized. The best results are obtained by using a combination of copper iodide catalyst, phenanthroline ligand, aryl bromide or aryl iodide coupling partner, and DMF or DMF/xylene mixed solvent.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>18181627</pmid><doi>10.1021/ja077862l</doi><tpages>2</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0002-7863 |
| ispartof | Journal of the American Chemical Society, 2008-01, Vol.130 (4), p.1128-1129 |
| issn | 0002-7863 1520-5126 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_2536496 |
| source | ACS Publications; MEDLINE |
| subjects | Alkenes - chemistry Biochemistry - methods Bromides - chemistry Carbon - chemistry Chemistry - methods Copper - chemistry Dimethylformamide - chemistry Fluorenes - chemistry Fluorine - chemistry Hydrogen - chemistry Iodides - chemistry Ligands Models, Chemical Phenanthrolines - chemistry Solvents - chemistry |
| title | Copper-Catalyzed Arylation and Alkenylation of Polyfluoroarene C−H Bonds |
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