A Practical Synthesis of α-Fluoroketones in Aqueous Media by Decarboxylative Fluorination of β-Ketoacids
A practical and novel process for the decarboxylative fluorination of β‐ketoacids in water in the presence of phase transfer catalyst has been developed, affording a series of α‐fluoroketones in good to excellent yields. Furthermore, a preliminary investigation for the catalytic asymmetric transform...
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Veröffentlicht in: | Advanced synthesis & catalysis 2015-08, Vol.357 (11), p.2474-2478 |
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creator | Li, Jian Li, Yin-Long Jin, Nan Ma, Ai-Lun Huang, Ya-Nan Deng, Jun |
description | A practical and novel process for the decarboxylative fluorination of β‐ketoacids in water in the presence of phase transfer catalyst has been developed, affording a series of α‐fluoroketones in good to excellent yields. Furthermore, a preliminary investigation for the catalytic asymmetric transformation was performed and a proposed mechanistic pathway for this catalytic process was proposed. |
doi_str_mv | 10.1002/adsc.201500282 |
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Furthermore, a preliminary investigation for the catalytic asymmetric transformation was performed and a proposed mechanistic pathway for this catalytic process was proposed.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201500282</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Asymmetry ; Catalysis ; Catalysts ; decarboxylative fluorination ; Fluorination ; Pathways ; Phase transfer catalysts ; phase-transfer catalysis ; Selectfluor ; Synthesis ; Transformations ; α-fluoroketones ; β-ketoacids</subject><ispartof>Advanced synthesis & catalysis, 2015-08, Vol.357 (11), p.2474-2478</ispartof><rights>2015 WILEY‐VCH Verlag GmbH & Co. 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Synth. Catal</addtitle><description>A practical and novel process for the decarboxylative fluorination of β‐ketoacids in water in the presence of phase transfer catalyst has been developed, affording a series of α‐fluoroketones in good to excellent yields. Furthermore, a preliminary investigation for the catalytic asymmetric transformation was performed and a proposed mechanistic pathway for this catalytic process was proposed.</description><subject>Asymmetry</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>decarboxylative fluorination</subject><subject>Fluorination</subject><subject>Pathways</subject><subject>Phase transfer catalysts</subject><subject>phase-transfer catalysis</subject><subject>Selectfluor</subject><subject>Synthesis</subject><subject>Transformations</subject><subject>α-fluoroketones</subject><subject>β-ketoacids</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkM1OwzAQhCMEEqVw5ewjlxQ7Tuz4WFpaUMuPaCWO1tZxhNs0BjuF5rHgQXgm0hZV3DjtrjTfaHaC4JzgDsE4uoTMq06ESdIcaXQQtAgjSRgTJg73e4KPgxPv5xgTnnLeCuZd9OhAVUZBgSZ1Wb1obzyyOfr-DAfFyjq70JUttUemRN23lbYrj-50ZgDNatTXCtzMrusCKvOu0ZYwZXPYcmvyFY4aHJTJ_GlwlEPh9dnvbAfTwfW0dxOOH4a3ve44VDROolBlVDCgqYAsZwAxZBkommYUp4zyHHMxSxgDwiOGmaI5wzMmRNz8DQkIQdvBxc721dkmrq_k0niliwLKTXZJOEkFTVMcN9LOTqqc9d7pXL46swRXS4LlplO56VTuO20AsQM-TKHrf9Sy25_0_rLhjjW-0us9C24hGac8kc_3QzmKroZ93nuSE_oDCsaMJQ</recordid><startdate>20150810</startdate><enddate>20150810</enddate><creator>Li, Jian</creator><creator>Li, Yin-Long</creator><creator>Jin, Nan</creator><creator>Ma, Ai-Lun</creator><creator>Huang, Ya-Nan</creator><creator>Deng, Jun</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20150810</creationdate><title>A Practical Synthesis of α-Fluoroketones in Aqueous Media by Decarboxylative Fluorination of β-Ketoacids</title><author>Li, Jian ; Li, Yin-Long ; Jin, Nan ; Ma, Ai-Lun ; Huang, Ya-Nan ; Deng, Jun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3452-cd396a389adf6aa4addac38d308637f079b566a172606c3f60b6994015a5a993</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Asymmetry</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>decarboxylative fluorination</topic><topic>Fluorination</topic><topic>Pathways</topic><topic>Phase transfer catalysts</topic><topic>phase-transfer catalysis</topic><topic>Selectfluor</topic><topic>Synthesis</topic><topic>Transformations</topic><topic>α-fluoroketones</topic><topic>β-ketoacids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Jian</creatorcontrib><creatorcontrib>Li, Yin-Long</creatorcontrib><creatorcontrib>Jin, Nan</creatorcontrib><creatorcontrib>Ma, Ai-Lun</creatorcontrib><creatorcontrib>Huang, Ya-Nan</creatorcontrib><creatorcontrib>Deng, Jun</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Jian</au><au>Li, Yin-Long</au><au>Jin, Nan</au><au>Ma, Ai-Lun</au><au>Huang, Ya-Nan</au><au>Deng, Jun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Practical Synthesis of α-Fluoroketones in Aqueous Media by Decarboxylative Fluorination of β-Ketoacids</atitle><jtitle>Advanced synthesis & catalysis</jtitle><addtitle>Adv. Synth. Catal</addtitle><date>2015-08-10</date><risdate>2015</risdate><volume>357</volume><issue>11</issue><spage>2474</spage><epage>2478</epage><pages>2474-2478</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>A practical and novel process for the decarboxylative fluorination of β‐ketoacids in water in the presence of phase transfer catalyst has been developed, affording a series of α‐fluoroketones in good to excellent yields. Furthermore, a preliminary investigation for the catalytic asymmetric transformation was performed and a proposed mechanistic pathway for this catalytic process was proposed.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/adsc.201500282</doi><tpages>5</tpages></addata></record> |
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source | Wiley Online Library Journals Frontfile Complete |
subjects | Asymmetry Catalysis Catalysts decarboxylative fluorination Fluorination Pathways Phase transfer catalysts phase-transfer catalysis Selectfluor Synthesis Transformations α-fluoroketones β-ketoacids |
title | A Practical Synthesis of α-Fluoroketones in Aqueous Media by Decarboxylative Fluorination of β-Ketoacids |
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