Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation
(NH4)2S2O8-mediated decarboxylative trifluoroalkylation of alkenes with 3,3,3-trifluoro-2,2-dimethylpropanoic acid under metal-free conditions has been described. This approach provides a new pathway to directly synthesize a series of CMe2CF3-containing chroman-4-ones from simple chemical feedstocks...
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Veröffentlicht in: | Organic chemistry frontiers an international journal of organic chemistry 2020-02, Vol.7 (3), p.487-491 |
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container_title | Organic chemistry frontiers an international journal of organic chemistry |
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creator | Miao-Chang, Liu Liu, Wei Hua-Yue, Wu Yun-Bing, Zhou Ding, Qiuping Peng, Yiyuan |
description | (NH4)2S2O8-mediated decarboxylative trifluoroalkylation of alkenes with 3,3,3-trifluoro-2,2-dimethylpropanoic acid under metal-free conditions has been described. This approach provides a new pathway to directly synthesize a series of CMe2CF3-containing chroman-4-ones from simple chemical feedstocks. Particularly, the utility of the method was demonstrated by its application in the synthesis of CMe2CF3-derived TRPV1 precursors. |
doi_str_mv | 10.1039/c9qo01283d |
format | Article |
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This approach provides a new pathway to directly synthesize a series of CMe2CF3-containing chroman-4-ones from simple chemical feedstocks. Particularly, the utility of the method was demonstrated by its application in the synthesis of CMe2CF3-derived TRPV1 precursors.</description><identifier>ISSN: 2052-4110</identifier><identifier>EISSN: 2052-4110</identifier><identifier>DOI: 10.1039/c9qo01283d</identifier><language>eng</language><publisher>London: Royal Society of Chemistry</publisher><subject>Alkenes ; Capsaicin receptors ; Crystallography ; Organic chemistry ; Transition metals</subject><ispartof>Organic chemistry frontiers an international journal of organic chemistry, 2020-02, Vol.7 (3), p.487-491</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></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></links><search><creatorcontrib>Miao-Chang, Liu</creatorcontrib><creatorcontrib>Liu, Wei</creatorcontrib><creatorcontrib>Hua-Yue, Wu</creatorcontrib><creatorcontrib>Yun-Bing, Zhou</creatorcontrib><creatorcontrib>Ding, Qiuping</creatorcontrib><creatorcontrib>Peng, Yiyuan</creatorcontrib><title>Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation</title><title>Organic chemistry frontiers an international journal of organic chemistry</title><description>(NH4)2S2O8-mediated decarboxylative trifluoroalkylation of alkenes with 3,3,3-trifluoro-2,2-dimethylpropanoic acid under metal-free conditions has been described. This approach provides a new pathway to directly synthesize a series of CMe2CF3-containing chroman-4-ones from simple chemical feedstocks. Particularly, the utility of the method was demonstrated by its application in the synthesis of CMe2CF3-derived TRPV1 precursors.</description><subject>Alkenes</subject><subject>Capsaicin receptors</subject><subject>Crystallography</subject><subject>Organic chemistry</subject><subject>Transition metals</subject><issn>2052-4110</issn><issn>2052-4110</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpNj8FKAzEYhIMoWGovPkHAczT5k012j7JYFSpe6rlks4nNuk1ski327S3qwdMMw8cMg9A1o7eM8ubONPtIGdS8P0MzoBUQwRg9_-cv0SLngdITVUlaqRka10mH7IuPgexs0SNxyVqcj6FsbfYZR4fbFwvtkhMTQ9E--PCOzTbFnQ5EkBhsxgevcW-NTl38Oo66-IPFJXk3TjFFPX78ZDFcoQunx2wXfzpHb8uHdftEVq-Pz-39igwgmkKAKxBMOcGpdEYr2YGrqTRc9J1joq87yWVzugPGVtrZDpSGxgGYzmmhOJ-jm9_ezxT3k81lM8QphdPkBnhF61opLvk30NRcJA</recordid><startdate>20200207</startdate><enddate>20200207</enddate><creator>Miao-Chang, Liu</creator><creator>Liu, Wei</creator><creator>Hua-Yue, Wu</creator><creator>Yun-Bing, Zhou</creator><creator>Ding, Qiuping</creator><creator>Peng, Yiyuan</creator><general>Royal Society of Chemistry</general><scope>7QO</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>FR3</scope><scope>JG9</scope><scope>P64</scope></search><sort><creationdate>20200207</creationdate><title>Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation</title><author>Miao-Chang, Liu ; Liu, Wei ; Hua-Yue, Wu ; Yun-Bing, Zhou ; Ding, Qiuping ; Peng, Yiyuan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-j249t-2372417f4306fca76b2f806c34dbf14d8b63691102ce5afeb27a29f22cbfa4733</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alkenes</topic><topic>Capsaicin receptors</topic><topic>Crystallography</topic><topic>Organic chemistry</topic><topic>Transition metals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Miao-Chang, Liu</creatorcontrib><creatorcontrib>Liu, Wei</creatorcontrib><creatorcontrib>Hua-Yue, Wu</creatorcontrib><creatorcontrib>Yun-Bing, Zhou</creatorcontrib><creatorcontrib>Ding, Qiuping</creatorcontrib><creatorcontrib>Peng, Yiyuan</creatorcontrib><collection>Biotechnology Research Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Materials Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Organic chemistry frontiers an international journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Miao-Chang, Liu</au><au>Liu, Wei</au><au>Hua-Yue, Wu</au><au>Yun-Bing, Zhou</au><au>Ding, Qiuping</au><au>Peng, Yiyuan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation</atitle><jtitle>Organic chemistry frontiers an international journal of organic chemistry</jtitle><date>2020-02-07</date><risdate>2020</risdate><volume>7</volume><issue>3</issue><spage>487</spage><epage>491</epage><pages>487-491</pages><issn>2052-4110</issn><eissn>2052-4110</eissn><abstract>(NH4)2S2O8-mediated decarboxylative trifluoroalkylation of alkenes with 3,3,3-trifluoro-2,2-dimethylpropanoic acid under metal-free conditions has been described. This approach provides a new pathway to directly synthesize a series of CMe2CF3-containing chroman-4-ones from simple chemical feedstocks. Particularly, the utility of the method was demonstrated by its application in the synthesis of CMe2CF3-derived TRPV1 precursors.</abstract><cop>London</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9qo01283d</doi><tpages>5</tpages></addata></record> |
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source | Royal Society Of Chemistry Journals 2008- |
subjects | Alkenes Capsaicin receptors Crystallography Organic chemistry Transition metals |
title | Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation |
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