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A Novel Catalytic Three-Component Synthesis (Kabachnick-Fields Reaction) of α-Aminophosphonates from Ketones
Abstract A novel and highly convenient catalytic variant of the synthesis of α-aminophosphonates on basis of the Kabachnik-Fields reaction [three-component reaction of ketones, diethylphosphite and either benzylamine (series A) of ammonium carbonate (series B)] in the presence of tetra-TERT-butylpht...
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Published in: | Synlett 2003-12, Vol.2003 (15), p.2321-2324 |
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container_issue | 15 |
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container_title | Synlett |
container_volume | 2003 |
creator | Matveeva, Elena D. Podrugina, Tatyana A. Tishkovskaya, Elena V. Tomilova, Larisa G. Zefirov, Nikolay S. |
description | Abstract
A novel and highly convenient catalytic variant of the synthesis of α-aminophosphonates on basis of the Kabachnik-Fields reaction [three-component reaction of ketones, diethylphosphite and either benzylamine (series A) of ammonium carbonate (series B)] in the presence of tetra-TERT-butylphthalocyanines has been developed. This method affords α-aminophosphonates in acceptable yields for various ketones, including cyclic, sterically hindered and cage ketones. The unsubstituted α-aminophosphonic acids were also obtained from the corresponding esters of series B. |
doi_str_mv | 10.1055/s-2003-42118 |
format | article |
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A novel and highly convenient catalytic variant of the synthesis of α-aminophosphonates on basis of the Kabachnik-Fields reaction [three-component reaction of ketones, diethylphosphite and either benzylamine (series A) of ammonium carbonate (series B)] in the presence of tetra-TERT-butylphthalocyanines has been developed. This method affords α-aminophosphonates in acceptable yields for various ketones, including cyclic, sterically hindered and cage ketones. The unsubstituted α-aminophosphonic acids were also obtained from the corresponding esters of series B.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-2003-42118</identifier><language>eng</language><subject>letter</subject><ispartof>Synlett, 2003-12, Vol.2003 (15), p.2321-2324</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c269t-793da5647ad1e775f23a6edf741bb4cdc6726f7bffceb38dc30eedf0c5213f613</citedby></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/s-2003-42118.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2003-42118$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,777,781,3004,3005,27905,27906,54540,54541</link.rule.ids></links><search><creatorcontrib>Matveeva, Elena D.</creatorcontrib><creatorcontrib>Podrugina, Tatyana A.</creatorcontrib><creatorcontrib>Tishkovskaya, Elena V.</creatorcontrib><creatorcontrib>Tomilova, Larisa G.</creatorcontrib><creatorcontrib>Zefirov, Nikolay S.</creatorcontrib><title>A Novel Catalytic Three-Component Synthesis (Kabachnick-Fields Reaction) of α-Aminophosphonates from Ketones</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract
A novel and highly convenient catalytic variant of the synthesis of α-aminophosphonates on basis of the Kabachnik-Fields reaction [three-component reaction of ketones, diethylphosphite and either benzylamine (series A) of ammonium carbonate (series B)] in the presence of tetra-TERT-butylphthalocyanines has been developed. This method affords α-aminophosphonates in acceptable yields for various ketones, including cyclic, sterically hindered and cage ketones. The unsubstituted α-aminophosphonic acids were also obtained from the corresponding esters of series B.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNptkMFKxDAQhoMouK7efIAcFY0mTZtsj0txVXZR0PVc0nRCs7bJ0kShj-WL-Ex2XY8ehoGZj5-ZD6FzRm8YzbLbQBJKOUkTxmYHaMJSLsdJLg7RhOZckCxh6TE6CWFDKUtnOZ2gbo6f_Ce0uFBRtUO0Gq-bHoAUvtt6By7i18HFBoIN-GKpKqUbZ_U7WVho64BfQOlovbvE3uDvLzLvrPPbxoexnIoQsOl9h5cQx7Bwio6MagOc_fUpelvcrYsHsnq-fyzmK6ITkUcic16rTKRS1QykzEzClYDayJRVVaprLWQijKyM0VDxWa05hXFN9fggN4LxKbre5-reh9CDKbe97VQ_lIyWO1VlKHeqyl9VI361x2NjoYNy4z96N973P_0D8kxsVQ</recordid><startdate>20031201</startdate><enddate>20031201</enddate><creator>Matveeva, Elena D.</creator><creator>Podrugina, Tatyana A.</creator><creator>Tishkovskaya, Elena V.</creator><creator>Tomilova, Larisa G.</creator><creator>Zefirov, Nikolay S.</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20031201</creationdate><title>A Novel Catalytic Three-Component Synthesis (Kabachnick-Fields Reaction) of α-Aminophosphonates from Ketones</title><author>Matveeva, Elena D. ; Podrugina, Tatyana A. ; Tishkovskaya, Elena V. ; Tomilova, Larisa G. ; Zefirov, Nikolay S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c269t-793da5647ad1e775f23a6edf741bb4cdc6726f7bffceb38dc30eedf0c5213f613</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matveeva, Elena D.</creatorcontrib><creatorcontrib>Podrugina, Tatyana A.</creatorcontrib><creatorcontrib>Tishkovskaya, Elena V.</creatorcontrib><creatorcontrib>Tomilova, Larisa G.</creatorcontrib><creatorcontrib>Zefirov, Nikolay S.</creatorcontrib><collection>CrossRef</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matveeva, Elena D.</au><au>Podrugina, Tatyana A.</au><au>Tishkovskaya, Elena V.</au><au>Tomilova, Larisa G.</au><au>Zefirov, Nikolay S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Novel Catalytic Three-Component Synthesis (Kabachnick-Fields Reaction) of α-Aminophosphonates from Ketones</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2003-12-01</date><risdate>2003</risdate><volume>2003</volume><issue>15</issue><spage>2321</spage><epage>2324</epage><pages>2321-2324</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract
A novel and highly convenient catalytic variant of the synthesis of α-aminophosphonates on basis of the Kabachnik-Fields reaction [three-component reaction of ketones, diethylphosphite and either benzylamine (series A) of ammonium carbonate (series B)] in the presence of tetra-TERT-butylphthalocyanines has been developed. This method affords α-aminophosphonates in acceptable yields for various ketones, including cyclic, sterically hindered and cage ketones. The unsubstituted α-aminophosphonic acids were also obtained from the corresponding esters of series B.</abstract><doi>10.1055/s-2003-42118</doi><tpages>4</tpages></addata></record> |
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title | A Novel Catalytic Three-Component Synthesis (Kabachnick-Fields Reaction) of α-Aminophosphonates from Ketones |
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