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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Advanced synthesis & catalysis 2015-08, Vol.357 (11), p.2474-2478
Hauptverfasser: Li, Jian, Li, Yin-Long, Jin, Nan, Ma, Ai-Lun, Huang, Ya-Nan, Deng, Jun
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2478
container_issue 11
container_start_page 2474
container_title Advanced synthesis & catalysis
container_volume 357
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
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1718938804</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1718938804</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3452-cd396a389adf6aa4addac38d308637f079b566a172606c3f60b6994015a5a993</originalsourceid><addsrcrecordid>eNqFkM1OwzAQhCMEEqVw5ewjlxQ7Tuz4WFpaUMuPaCWO1tZxhNs0BjuF5rHgQXgm0hZV3DjtrjTfaHaC4JzgDsE4uoTMq06ESdIcaXQQtAgjSRgTJg73e4KPgxPv5xgTnnLeCuZd9OhAVUZBgSZ1Wb1obzyyOfr-DAfFyjq70JUttUemRN23lbYrj-50ZgDNatTXCtzMrusCKvOu0ZYwZXPYcmvyFY4aHJTJ_GlwlEPh9dnvbAfTwfW0dxOOH4a3ve44VDROolBlVDCgqYAsZwAxZBkommYUp4zyHHMxSxgDwiOGmaI5wzMmRNz8DQkIQdvBxc721dkmrq_k0niliwLKTXZJOEkFTVMcN9LOTqqc9d7pXL46swRXS4LlplO56VTuO20AsQM-TKHrf9Sy25_0_rLhjjW-0us9C24hGac8kc_3QzmKroZ93nuSE_oDCsaMJQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1718938804</pqid></control><display><type>article</type><title>A Practical Synthesis of α-Fluoroketones in Aqueous Media by Decarboxylative Fluorination of β-Ketoacids</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Li, Jian ; Li, Yin-Long ; Jin, Nan ; Ma, Ai-Lun ; Huang, Ya-Nan ; Deng, Jun</creator><creatorcontrib>Li, Jian ; Li, Yin-Long ; Jin, Nan ; Ma, Ai-Lun ; Huang, Ya-Nan ; Deng, Jun</creatorcontrib><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><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 &amp; catalysis, 2015-08, Vol.357 (11), p.2474-2478</ispartof><rights>2015 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3452-cd396a389adf6aa4addac38d308637f079b566a172606c3f60b6994015a5a993</citedby><cites>FETCH-LOGICAL-c3452-cd396a389adf6aa4addac38d308637f079b566a172606c3f60b6994015a5a993</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fadsc.201500282$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.201500282$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><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><title>A Practical Synthesis of α-Fluoroketones in Aqueous Media by Decarboxylative Fluorination of β-Ketoacids</title><title>Advanced synthesis &amp; catalysis</title><addtitle>Adv. 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 &amp; 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 &amp; 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>
fulltext fulltext
identifier ISSN: 1615-4150
ispartof Advanced synthesis & catalysis, 2015-08, Vol.357 (11), p.2474-2478
issn 1615-4150
1615-4169
language eng
recordid cdi_proquest_miscellaneous_1718938804
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
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-15T14%3A35%3A03IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=A%20Practical%20Synthesis%20of%20%CE%B1-Fluoroketones%20in%20Aqueous%20Media%20by%20Decarboxylative%20Fluorination%20of%20%CE%B2-Ketoacids&rft.jtitle=Advanced%20synthesis%20&%20catalysis&rft.au=Li,%20Jian&rft.date=2015-08-10&rft.volume=357&rft.issue=11&rft.spage=2474&rft.epage=2478&rft.pages=2474-2478&rft.issn=1615-4150&rft.eissn=1615-4169&rft_id=info:doi/10.1002/adsc.201500282&rft_dat=%3Cproquest_cross%3E1718938804%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1718938804&rft_id=info:pmid/&rfr_iscdi=true