Electrocatalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and cyano-functionalized C–H acids: Facile and convenient multicomponent way to substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles
Electrochemically induced catalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and malononitrile or alkyl cyanoacetates in alcohols in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of substituted 3-(5-hydroxy-3-...
Gespeichert in:
| Veröffentlicht in: | Electrochimica acta 2008-06, Vol.53 (15), p.5033-5038 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 5038 |
|---|---|
| container_issue | 15 |
| container_start_page | 5033 |
| container_title | Electrochimica acta |
| container_volume | 53 |
| creator | Elinson, Michail N. Dorofeev, Alexander S. Nasybullin, Ruslan F. Feducovich, Sergey K. Nikishin, Gennady I. |
| description | Electrochemically induced catalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and malononitrile or alkyl cyanoacetates in alcohols in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles in 75–97% yields. The developed efficient electrocatalytic approach to the corresponding 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles is beneficial from the viewpoint of diversity-oriented large-scale processes and represents novel, facile and environmentally benign synthetic concept for multicomponent reactions strategy. |
| doi_str_mv | 10.1016/j.electacta.2008.01.066 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_32992413</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0013468608001461</els_id><sourcerecordid>32992413</sourcerecordid><originalsourceid>FETCH-LOGICAL-c376t-e19332f36fc25bd88f29dfa0521c1eecbde4d0700b494ad44238d70a91a08d3</originalsourceid><addsrcrecordid>eNqFkc1uEzEUhUcIJELhGfAGBBIO_pnMD7sqaimiiAXsLce-Qxx57GB7CtMV78Ab8hpsuCGhWyRLlq1zz3fsU1VPOVtyxpvXuyV4MEXjWgrGuiXjS9Y096oF71pJZbfq71cLxrikddM1D6tHOe8YY23TskX1--IwnKLRRfu5OEOKDhZG8j5EuIGgv4D_9ePnB2e2GjxJgBwXA4kDkXSEsp09FXQ_J30bvQt0RWOA_IroNHuivYXtbCET9CRm1iHSYQp_HbR3t2DJGs2viDbO5jfkEncPR3EMSHcQChknj7niuEdnPH7TMymR5GmTiytTQRNJX6woglL8PtN_sU6ZaE1n_xJvD4n2Ke6R7UpCTn5cPRi0z_DktJ9Vny4vPq-v6PXHt-_W59fUyLYpFHgvpRhkMxix2tiuG0RvB81WghsOYDYWastaxjZ1X2tb10J2tmW655p1Vp5Vz4-uCP86QS5qdNmA9zpAnLKSou9FzSUK26PQpJhzgkHtkxsxtuJMHapWO3VXtTpUrRhXWDVOPjshdDbaD0kH4_LduGCiEU3LUXd-1AG-9sZBUtngFxuwLqGvstH9l_UHsn_MpQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>32992413</pqid></control><display><type>article</type><title>Electrocatalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and cyano-functionalized C–H acids: Facile and convenient multicomponent way to substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles</title><source>Elsevier ScienceDirect Journals</source><creator>Elinson, Michail N. ; Dorofeev, Alexander S. ; Nasybullin, Ruslan F. ; Feducovich, Sergey K. ; Nikishin, Gennady I.</creator><creatorcontrib>Elinson, Michail N. ; Dorofeev, Alexander S. ; Nasybullin, Ruslan F. ; Feducovich, Sergey K. ; Nikishin, Gennady I.</creatorcontrib><description>Electrochemically induced catalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and malononitrile or alkyl cyanoacetates in alcohols in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles in 75–97% yields. The developed efficient electrocatalytic approach to the corresponding 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles is beneficial from the viewpoint of diversity-oriented large-scale processes and represents novel, facile and environmentally benign synthetic concept for multicomponent reactions strategy.</description><identifier>ISSN: 0013-4686</identifier><identifier>EISSN: 1873-3859</identifier><identifier>DOI: 10.1016/j.electacta.2008.01.066</identifier><identifier>CODEN: ELCAAV</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Electrocatalysis ; Multicomponent reactions ; Propionitriles ; Pyrazolinones ; Tandem reactions</subject><ispartof>Electrochimica acta, 2008-06, Vol.53 (15), p.5033-5038</ispartof><rights>2008 Elsevier Ltd</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c376t-e19332f36fc25bd88f29dfa0521c1eecbde4d0700b494ad44238d70a91a08d3</citedby><cites>FETCH-LOGICAL-c376t-e19332f36fc25bd88f29dfa0521c1eecbde4d0700b494ad44238d70a91a08d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0013468608001461$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3536,27903,27904,65309</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20262671$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Elinson, Michail N.</creatorcontrib><creatorcontrib>Dorofeev, Alexander S.</creatorcontrib><creatorcontrib>Nasybullin, Ruslan F.</creatorcontrib><creatorcontrib>Feducovich, Sergey K.</creatorcontrib><creatorcontrib>Nikishin, Gennady I.</creatorcontrib><title>Electrocatalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and cyano-functionalized C–H acids: Facile and convenient multicomponent way to substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles</title><title>Electrochimica acta</title><description>Electrochemically induced catalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and malononitrile or alkyl cyanoacetates in alcohols in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles in 75–97% yields. The developed efficient electrocatalytic approach to the corresponding 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles is beneficial from the viewpoint of diversity-oriented large-scale processes and represents novel, facile and environmentally benign synthetic concept for multicomponent reactions strategy.</description><subject>Electrocatalysis</subject><subject>Multicomponent reactions</subject><subject>Propionitriles</subject><subject>Pyrazolinones</subject><subject>Tandem reactions</subject><issn>0013-4686</issn><issn>1873-3859</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNqFkc1uEzEUhUcIJELhGfAGBBIO_pnMD7sqaimiiAXsLce-Qxx57GB7CtMV78Ab8hpsuCGhWyRLlq1zz3fsU1VPOVtyxpvXuyV4MEXjWgrGuiXjS9Y096oF71pJZbfq71cLxrikddM1D6tHOe8YY23TskX1--IwnKLRRfu5OEOKDhZG8j5EuIGgv4D_9ePnB2e2GjxJgBwXA4kDkXSEsp09FXQ_J30bvQt0RWOA_IroNHuivYXtbCET9CRm1iHSYQp_HbR3t2DJGs2viDbO5jfkEncPR3EMSHcQChknj7niuEdnPH7TMymR5GmTiytTQRNJX6woglL8PtN_sU6ZaE1n_xJvD4n2Ke6R7UpCTn5cPRi0z_DktJ9Vny4vPq-v6PXHt-_W59fUyLYpFHgvpRhkMxix2tiuG0RvB81WghsOYDYWastaxjZ1X2tb10J2tmW655p1Vp5Vz4-uCP86QS5qdNmA9zpAnLKSou9FzSUK26PQpJhzgkHtkxsxtuJMHapWO3VXtTpUrRhXWDVOPjshdDbaD0kH4_LduGCiEU3LUXd-1AG-9sZBUtngFxuwLqGvstH9l_UHsn_MpQ</recordid><startdate>20080601</startdate><enddate>20080601</enddate><creator>Elinson, Michail N.</creator><creator>Dorofeev, Alexander S.</creator><creator>Nasybullin, Ruslan F.</creator><creator>Feducovich, Sergey K.</creator><creator>Nikishin, Gennady I.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20080601</creationdate><title>Electrocatalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and cyano-functionalized C–H acids: Facile and convenient multicomponent way to substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles</title><author>Elinson, Michail N. ; Dorofeev, Alexander S. ; Nasybullin, Ruslan F. ; Feducovich, Sergey K. ; Nikishin, Gennady I.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c376t-e19332f36fc25bd88f29dfa0521c1eecbde4d0700b494ad44238d70a91a08d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Electrocatalysis</topic><topic>Multicomponent reactions</topic><topic>Propionitriles</topic><topic>Pyrazolinones</topic><topic>Tandem reactions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Elinson, Michail N.</creatorcontrib><creatorcontrib>Dorofeev, Alexander S.</creatorcontrib><creatorcontrib>Nasybullin, Ruslan F.</creatorcontrib><creatorcontrib>Feducovich, Sergey K.</creatorcontrib><creatorcontrib>Nikishin, Gennady I.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Electrochimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Elinson, Michail N.</au><au>Dorofeev, Alexander S.</au><au>Nasybullin, Ruslan F.</au><au>Feducovich, Sergey K.</au><au>Nikishin, Gennady I.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Electrocatalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and cyano-functionalized C–H acids: Facile and convenient multicomponent way to substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles</atitle><jtitle>Electrochimica acta</jtitle><date>2008-06-01</date><risdate>2008</risdate><volume>53</volume><issue>15</issue><spage>5033</spage><epage>5038</epage><pages>5033-5038</pages><issn>0013-4686</issn><eissn>1873-3859</eissn><coden>ELCAAV</coden><abstract>Electrochemically induced catalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and malononitrile or alkyl cyanoacetates in alcohols in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles in 75–97% yields. The developed efficient electrocatalytic approach to the corresponding 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles is beneficial from the viewpoint of diversity-oriented large-scale processes and represents novel, facile and environmentally benign synthetic concept for multicomponent reactions strategy.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.electacta.2008.01.066</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0013-4686 |
| ispartof | Electrochimica acta, 2008-06, Vol.53 (15), p.5033-5038 |
| issn | 0013-4686 1873-3859 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_32992413 |
| source | Elsevier ScienceDirect Journals |
| subjects | Electrocatalysis Multicomponent reactions Propionitriles Pyrazolinones Tandem reactions |
| title | Electrocatalytic tandem Knoevenagel–Michael reaction of 3-methyl-2-pyrazolin-5-ones, aryl aldehydes and cyano-functionalized C–H acids: Facile and convenient multicomponent way to substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T03%3A18%3A51IST&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=Electrocatalytic%20tandem%20Knoevenagel%E2%80%93Michael%20reaction%20of%203-methyl-2-pyrazolin-5-ones,%20aryl%20aldehydes%20and%20cyano-functionalized%20C%E2%80%93H%20acids:%20Facile%20and%20convenient%20multicomponent%20way%20to%20substituted%203-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles&rft.jtitle=Electrochimica%20acta&rft.au=Elinson,%20Michail%20N.&rft.date=2008-06-01&rft.volume=53&rft.issue=15&rft.spage=5033&rft.epage=5038&rft.pages=5033-5038&rft.issn=0013-4686&rft.eissn=1873-3859&rft.coden=ELCAAV&rft_id=info:doi/10.1016/j.electacta.2008.01.066&rft_dat=%3Cproquest_cross%3E32992413%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=32992413&rft_id=info:pmid/&rft_els_id=S0013468608001461&rfr_iscdi=true |