Catalyst- and Additive-Free Synthesis of Fluoroalkoxyquinolines
Abstract A nucleophilic substitution approach has been developed for the synthesis of C4 fluoroalkoxyquinolines from 4-haloquinolines by utilizing hexafluoro-2-propanol and trifluoroethanol as nucleophiles. The method is also applicable for 2-chloroquinolines, 1-chloroisoquinoline, and 2-chlorobenzi...
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Veröffentlicht in: | Synthesis (Stuttgart) 2021-11, Vol.53 (21), p.4124-4130 |
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container_title | Synthesis (Stuttgart) |
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creator | Dhiman, Ankit Kumar Kumar, Rohit Sharma, Upendra |
description | Abstract
A nucleophilic substitution approach has been developed for the synthesis of C4 fluoroalkoxyquinolines from 4-haloquinolines by utilizing hexafluoro-2-propanol and trifluoroethanol as nucleophiles. The method is also applicable for 2-chloroquinolines, 1-chloroisoquinoline, and 2-chlorobenzimidazole. Control experiments revealed that substitution occurs only at the C2 and C4 positions of quinolines. |
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A nucleophilic substitution approach has been developed for the synthesis of C4 fluoroalkoxyquinolines from 4-haloquinolines by utilizing hexafluoro-2-propanol and trifluoroethanol as nucleophiles. The method is also applicable for 2-chloroquinolines, 1-chloroisoquinoline, and 2-chlorobenzimidazole. Control experiments revealed that substitution occurs only at the C2 and C4 positions of quinolines.</description><identifier>ISSN: 0039-7881</identifier><identifier>EISSN: 1437-210X</identifier><identifier>DOI: 10.1055/a-1531-2248</identifier><language>eng</language><publisher>Rüdigerstraße 14, 70469 Stuttgart, Germany: Georg Thieme Verlag KG</publisher><ispartof>Synthesis (Stuttgart), 2021-11, Vol.53 (21), p.4124-4130</ispartof><rights>Thieme. All rights reserved</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c268t-ddaa0390c0469a7d0151aae251bcb61bf79f0ecf3c70ee928f3ed6c88a5326e3</citedby><cites>FETCH-LOGICAL-c268t-ddaa0390c0469a7d0151aae251bcb61bf79f0ecf3c70ee928f3ed6c88a5326e3</cites><orcidid>0000-0002-7693-8690</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1531-2248.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/a-1531-2248$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,780,784,3015,3016,27922,27923,54557,54558</link.rule.ids></links><search><creatorcontrib>Dhiman, Ankit Kumar</creatorcontrib><creatorcontrib>Kumar, Rohit</creatorcontrib><creatorcontrib>Sharma, Upendra</creatorcontrib><title>Catalyst- and Additive-Free Synthesis of Fluoroalkoxyquinolines</title><title>Synthesis (Stuttgart)</title><addtitle>Synthesis</addtitle><description>Abstract
A nucleophilic substitution approach has been developed for the synthesis of C4 fluoroalkoxyquinolines from 4-haloquinolines by utilizing hexafluoro-2-propanol and trifluoroethanol as nucleophiles. The method is also applicable for 2-chloroquinolines, 1-chloroisoquinoline, and 2-chlorobenzimidazole. Control experiments revealed that substitution occurs only at the C2 and C4 positions of quinolines.</description><issn>0039-7881</issn><issn>1437-210X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNptj7FOwzAURS0EEqUw8QOZQYZnu0mcCVUVBaRKDHRgs17tZ9UljcFOEfl7WpWR6S5HV-cwdi3gTkBZ3iMXpRJcyok-YSMxUTWXAt5P2QhANbzWWpyzi5w3AFBL1YzYwwx7bIfc8wI7V0ydC334Jj5PRMXb0PVryiEX0RfzdhdTxPYj_gxfu9DFNnSUL9mZxzbT1d-O2XL-uJw988Xr08tsuuBWVrrnziHuDcDCpGqwdiBKgUiyFCu7qsTK140Hsl7ZGogaqb0iV1mtsVSyIjVmt8dbm2LOibz5TGGLaTACzCHdoDmkm0P6nr450v060JbMJu5St7f7F_4F1QFaKw</recordid><startdate>20211103</startdate><enddate>20211103</enddate><creator>Dhiman, Ankit Kumar</creator><creator>Kumar, Rohit</creator><creator>Sharma, Upendra</creator><general>Georg Thieme Verlag KG</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-7693-8690</orcidid></search><sort><creationdate>20211103</creationdate><title>Catalyst- and Additive-Free Synthesis of Fluoroalkoxyquinolines</title><author>Dhiman, Ankit Kumar ; Kumar, Rohit ; Sharma, Upendra</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c268t-ddaa0390c0469a7d0151aae251bcb61bf79f0ecf3c70ee928f3ed6c88a5326e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dhiman, Ankit Kumar</creatorcontrib><creatorcontrib>Kumar, Rohit</creatorcontrib><creatorcontrib>Sharma, Upendra</creatorcontrib><collection>CrossRef</collection><jtitle>Synthesis (Stuttgart)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dhiman, Ankit Kumar</au><au>Kumar, Rohit</au><au>Sharma, Upendra</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalyst- and Additive-Free Synthesis of Fluoroalkoxyquinolines</atitle><jtitle>Synthesis (Stuttgart)</jtitle><addtitle>Synthesis</addtitle><date>2021-11-03</date><risdate>2021</risdate><volume>53</volume><issue>21</issue><spage>4124</spage><epage>4130</epage><pages>4124-4130</pages><issn>0039-7881</issn><eissn>1437-210X</eissn><abstract>Abstract
A nucleophilic substitution approach has been developed for the synthesis of C4 fluoroalkoxyquinolines from 4-haloquinolines by utilizing hexafluoro-2-propanol and trifluoroethanol as nucleophiles. The method is also applicable for 2-chloroquinolines, 1-chloroisoquinoline, and 2-chlorobenzimidazole. Control experiments revealed that substitution occurs only at the C2 and C4 positions of quinolines.</abstract><cop>Rüdigerstraße 14, 70469 Stuttgart, Germany</cop><pub>Georg Thieme Verlag KG</pub><doi>10.1055/a-1531-2248</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-7693-8690</orcidid></addata></record> |
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title | Catalyst- and Additive-Free Synthesis of Fluoroalkoxyquinolines |
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