Catalytic Hydrotrifluoromethylation of Unactivated Alkenes
A visible-light-mediated hydrotrifluoromethylation of unactivated alkenes that uses the Umemoto reagent as the CF3 source and MeOH as the reductant is disclosed. This effective transformation operates at room temperature in the presence of 5 mol % Ru(bpy)3Cl2; the process is characterized by its ope...
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Veröffentlicht in: | Journal of the American Chemical Society 2013-02, Vol.135 (7), p.2505-2508 |
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container_title | Journal of the American Chemical Society |
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creator | Mizuta, Satoshi Verhoog, Stefan Engle, Keary M Khotavivattana, Tanatorn O’Duill, Miriam Wheelhouse, Katherine Rassias, Gerasimos Médebielle, Maurice Gouverneur, Véronique |
description | A visible-light-mediated hydrotrifluoromethylation of unactivated alkenes that uses the Umemoto reagent as the CF3 source and MeOH as the reductant is disclosed. This effective transformation operates at room temperature in the presence of 5 mol % Ru(bpy)3Cl2; the process is characterized by its operational simplicity and functional group tolerance. |
doi_str_mv | 10.1021/ja401022x |
format | Article |
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This effective transformation operates at room temperature in the presence of 5 mol % Ru(bpy)3Cl2; the process is characterized by its operational simplicity and functional group tolerance.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja401022x</identifier><identifier>PMID: 23373772</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Alkenes - chemistry ; Catalysis ; Fluorine - chemistry ; Methylation ; Molecular Structure</subject><ispartof>Journal of the American Chemical Society, 2013-02, Vol.135 (7), p.2505-2508</ispartof><rights>Copyright © 2013 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a315t-6522b3593c907246b65eb0fafd8a4e9aac8c23a96d3e12a523962c9085de28253</citedby><cites>FETCH-LOGICAL-a315t-6522b3593c907246b65eb0fafd8a4e9aac8c23a96d3e12a523962c9085de28253</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ja401022x$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja401022x$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23373772$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mizuta, Satoshi</creatorcontrib><creatorcontrib>Verhoog, Stefan</creatorcontrib><creatorcontrib>Engle, Keary M</creatorcontrib><creatorcontrib>Khotavivattana, Tanatorn</creatorcontrib><creatorcontrib>O’Duill, Miriam</creatorcontrib><creatorcontrib>Wheelhouse, Katherine</creatorcontrib><creatorcontrib>Rassias, Gerasimos</creatorcontrib><creatorcontrib>Médebielle, Maurice</creatorcontrib><creatorcontrib>Gouverneur, Véronique</creatorcontrib><title>Catalytic Hydrotrifluoromethylation of Unactivated Alkenes</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>A visible-light-mediated hydrotrifluoromethylation of unactivated alkenes that uses the Umemoto reagent as the CF3 source and MeOH as the reductant is disclosed. This effective transformation operates at room temperature in the presence of 5 mol % Ru(bpy)3Cl2; the process is characterized by its operational simplicity and functional group tolerance.</description><subject>Alkenes - chemistry</subject><subject>Catalysis</subject><subject>Fluorine - chemistry</subject><subject>Methylation</subject><subject>Molecular Structure</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0EFLwzAUB_AgipvTg19AehH0UE1emrT1NoY6YeDFnctrmmJn2swkFfvtrWzu5Om9Bz_-8P6EXDJ6xyiw-w0mdFzg-4hMmQAaCwbymEwppRCnmeQTcub9ZjwTyNgpmQDnKU9TmJKHBQY0Q2hUtBwqZ4NratNbZ1sd3geDobFdZOto3aEKzRcGXUVz86E77c_JSY3G64v9nJH10-PbYhmvXp9fFvNVjJyJEEsBUHKRc5XTFBJZSqFLWmNdZZjoHFFlCjjmsuKaAQrguYTRZqLSkIHgM3Kzy906-9lrH4q28Uobg522vS8Y5EzkkjE50tsdVc5673RdbF3TohsKRovfqopDVaO92sf2Zaurg_zrZgTXO4DKFxvbu2788p-gH6Bzbx0</recordid><startdate>20130220</startdate><enddate>20130220</enddate><creator>Mizuta, Satoshi</creator><creator>Verhoog, Stefan</creator><creator>Engle, Keary M</creator><creator>Khotavivattana, Tanatorn</creator><creator>O’Duill, Miriam</creator><creator>Wheelhouse, Katherine</creator><creator>Rassias, Gerasimos</creator><creator>Médebielle, Maurice</creator><creator>Gouverneur, Véronique</creator><general>American Chemical Society</general><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></search><sort><creationdate>20130220</creationdate><title>Catalytic Hydrotrifluoromethylation of Unactivated Alkenes</title><author>Mizuta, Satoshi ; Verhoog, Stefan ; Engle, Keary M ; Khotavivattana, Tanatorn ; O’Duill, Miriam ; Wheelhouse, Katherine ; Rassias, Gerasimos ; Médebielle, Maurice ; Gouverneur, Véronique</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a315t-6522b3593c907246b65eb0fafd8a4e9aac8c23a96d3e12a523962c9085de28253</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Alkenes - chemistry</topic><topic>Catalysis</topic><topic>Fluorine - chemistry</topic><topic>Methylation</topic><topic>Molecular Structure</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mizuta, Satoshi</creatorcontrib><creatorcontrib>Verhoog, Stefan</creatorcontrib><creatorcontrib>Engle, Keary M</creatorcontrib><creatorcontrib>Khotavivattana, Tanatorn</creatorcontrib><creatorcontrib>O’Duill, Miriam</creatorcontrib><creatorcontrib>Wheelhouse, Katherine</creatorcontrib><creatorcontrib>Rassias, Gerasimos</creatorcontrib><creatorcontrib>Médebielle, Maurice</creatorcontrib><creatorcontrib>Gouverneur, Véronique</creatorcontrib><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><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mizuta, Satoshi</au><au>Verhoog, Stefan</au><au>Engle, Keary M</au><au>Khotavivattana, Tanatorn</au><au>O’Duill, Miriam</au><au>Wheelhouse, Katherine</au><au>Rassias, Gerasimos</au><au>Médebielle, Maurice</au><au>Gouverneur, Véronique</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalytic Hydrotrifluoromethylation of Unactivated Alkenes</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. 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subjects | Alkenes - chemistry Catalysis Fluorine - chemistry Methylation Molecular Structure |
title | Catalytic Hydrotrifluoromethylation of Unactivated Alkenes |
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