3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles
A method is proposed for the synthesis of 3-nitro-2-phenyl-2-(trifluoromethyl)-2 H -chromenes by tandem condensation of salicylic aldehydes with ( E )-3,3,3-trifluoro-1-nitro-2-phenylprop-1-ene in the presence of triethylamine. The example of 3-nitro-2-phenyl-2-(trifluoromethyl)-2 H -chromene was us...
Gespeichert in:
| Veröffentlicht in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2016-10, Vol.52 (10), p.814-822 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 822 |
|---|---|
| container_issue | 10 |
| container_start_page | 814 |
| container_title | Chemistry of heterocyclic compounds (New York, N.Y. 1965) |
| container_volume | 52 |
| creator | Barkov, Alexey Yu Korotaev, Vladislav Yu Kotovich, Ivan V. Zimnitskiy, Nikolai S. Kutyashev, Igor B. Sosnovskikh, Vyacheslav Ya |
| description | A method is proposed for the synthesis of 3-nitro-2-phenyl-2-(trifluoromethyl)-2
H
-chromenes by tandem condensation of salicylic aldehydes with (
E
)-3,3,3-trifluoro-1-nitro-2-phenylprop-1-ene in the presence of triethylamine. The example of 3-nitro-2-phenyl-2-(trifluoromethyl)-2
H
-chromene was used to demonstrate conjugated addition reactions with enamines, nitromethane, and aniline, which are characteristic for this class of compounds. The structure of the obtained products was confirmed by X-ray structural analysis. |
| doi_str_mv | 10.1007/s10593-016-1971-y |
| format | Article |
| fullrecord | <record><control><sourceid>gale_proqu</sourceid><recordid>TN_cdi_proquest_journals_1880828298</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A472185047</galeid><sourcerecordid>A472185047</sourcerecordid><originalsourceid>FETCH-LOGICAL-c468t-2170a27d5dd6af6cf33af326c64d7b73b48eca09ff391a07a6fe56961b1b5be63</originalsourceid><addsrcrecordid>eNp1kEGLFDEQhYMoOK7-AG8NXvSQNZV0J2lvy6KusOhFb0JIpyvbWXqSMckg_e_N0B68SB2qHryvqniEvAZ2DYyp9wXYMArKQFIYFdDtCTnAoATVYhBPyYExNlIBnD8nL0p5bFKB7g_kp6BfQ82JcnpaMG5rG97WHPx6TjkdsS7b-o7yO-qWi4xYPnRli3XBEkpn49xltK6GFEv3O9Sli2e3YjotYcXykjzzdi346m-_Ij8-ffx-e0fvv33-cntzT10vdaUcFLNczcM8S-ul80JYL7h0sp_VpMTUa3SWjd6LESxTVnoc5ChhgmmYUIor8mbfe8rp1xlLNY_pnGM7aUBrprnmo26u6931YFc0IfpUs3WtZjwGlyL69rO56RUHPbBeNQB2wOVUSkZvTjkcbd4MMHNJ3eypm5a6uaRutsbwnSnNGx8w__PKf6E_AReFnQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1880828298</pqid></control><display><type>article</type><title>3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles</title><source>SpringerLink Journals - AutoHoldings</source><creator>Barkov, Alexey Yu ; Korotaev, Vladislav Yu ; Kotovich, Ivan V. ; Zimnitskiy, Nikolai S. ; Kutyashev, Igor B. ; Sosnovskikh, Vyacheslav Ya</creator><creatorcontrib>Barkov, Alexey Yu ; Korotaev, Vladislav Yu ; Kotovich, Ivan V. ; Zimnitskiy, Nikolai S. ; Kutyashev, Igor B. ; Sosnovskikh, Vyacheslav Ya</creatorcontrib><description>A method is proposed for the synthesis of 3-nitro-2-phenyl-2-(trifluoromethyl)-2
H
-chromenes by tandem condensation of salicylic aldehydes with (
E
)-3,3,3-trifluoro-1-nitro-2-phenylprop-1-ene in the presence of triethylamine. The example of 3-nitro-2-phenyl-2-(trifluoromethyl)-2
H
-chromene was used to demonstrate conjugated addition reactions with enamines, nitromethane, and aniline, which are characteristic for this class of compounds. The structure of the obtained products was confirmed by X-ray structural analysis.</description><identifier>ISSN: 0009-3122</identifier><identifier>EISSN: 1573-8353</identifier><identifier>DOI: 10.1007/s10593-016-1971-y</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Aldehydes ; Aniline ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Condensates ; Nitromethane ; Nucleophiles ; Organic Chemistry ; Pharmacy ; Structural analysis ; Triethylamine</subject><ispartof>Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2016-10, Vol.52 (10), p.814-822</ispartof><rights>Springer Science+Business Media New York 2016</rights><rights>COPYRIGHT 2016 Springer</rights><rights>Copyright Springer Science & Business Media 2016</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c468t-2170a27d5dd6af6cf33af326c64d7b73b48eca09ff391a07a6fe56961b1b5be63</citedby><cites>FETCH-LOGICAL-c468t-2170a27d5dd6af6cf33af326c64d7b73b48eca09ff391a07a6fe56961b1b5be63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10593-016-1971-y$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10593-016-1971-y$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Barkov, Alexey Yu</creatorcontrib><creatorcontrib>Korotaev, Vladislav Yu</creatorcontrib><creatorcontrib>Kotovich, Ivan V.</creatorcontrib><creatorcontrib>Zimnitskiy, Nikolai S.</creatorcontrib><creatorcontrib>Kutyashev, Igor B.</creatorcontrib><creatorcontrib>Sosnovskikh, Vyacheslav Ya</creatorcontrib><title>3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles</title><title>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</title><addtitle>Chem Heterocycl Comp</addtitle><description>A method is proposed for the synthesis of 3-nitro-2-phenyl-2-(trifluoromethyl)-2
H
-chromenes by tandem condensation of salicylic aldehydes with (
E
)-3,3,3-trifluoro-1-nitro-2-phenylprop-1-ene in the presence of triethylamine. The example of 3-nitro-2-phenyl-2-(trifluoromethyl)-2
H
-chromene was used to demonstrate conjugated addition reactions with enamines, nitromethane, and aniline, which are characteristic for this class of compounds. The structure of the obtained products was confirmed by X-ray structural analysis.</description><subject>Aldehydes</subject><subject>Aniline</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Condensates</subject><subject>Nitromethane</subject><subject>Nucleophiles</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><subject>Structural analysis</subject><subject>Triethylamine</subject><issn>0009-3122</issn><issn>1573-8353</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNp1kEGLFDEQhYMoOK7-AG8NXvSQNZV0J2lvy6KusOhFb0JIpyvbWXqSMckg_e_N0B68SB2qHryvqniEvAZ2DYyp9wXYMArKQFIYFdDtCTnAoATVYhBPyYExNlIBnD8nL0p5bFKB7g_kp6BfQ82JcnpaMG5rG97WHPx6TjkdsS7b-o7yO-qWi4xYPnRli3XBEkpn49xltK6GFEv3O9Sli2e3YjotYcXykjzzdi346m-_Ij8-ffx-e0fvv33-cntzT10vdaUcFLNczcM8S-ul80JYL7h0sp_VpMTUa3SWjd6LESxTVnoc5ChhgmmYUIor8mbfe8rp1xlLNY_pnGM7aUBrprnmo26u6931YFc0IfpUs3WtZjwGlyL69rO56RUHPbBeNQB2wOVUSkZvTjkcbd4MMHNJ3eypm5a6uaRutsbwnSnNGx8w__PKf6E_AReFnQ</recordid><startdate>20161001</startdate><enddate>20161001</enddate><creator>Barkov, Alexey Yu</creator><creator>Korotaev, Vladislav Yu</creator><creator>Kotovich, Ivan V.</creator><creator>Zimnitskiy, Nikolai S.</creator><creator>Kutyashev, Igor B.</creator><creator>Sosnovskikh, Vyacheslav Ya</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20161001</creationdate><title>3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles</title><author>Barkov, Alexey Yu ; Korotaev, Vladislav Yu ; Kotovich, Ivan V. ; Zimnitskiy, Nikolai S. ; Kutyashev, Igor B. ; Sosnovskikh, Vyacheslav Ya</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c468t-2170a27d5dd6af6cf33af326c64d7b73b48eca09ff391a07a6fe56961b1b5be63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Aldehydes</topic><topic>Aniline</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Condensates</topic><topic>Nitromethane</topic><topic>Nucleophiles</topic><topic>Organic Chemistry</topic><topic>Pharmacy</topic><topic>Structural analysis</topic><topic>Triethylamine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Barkov, Alexey Yu</creatorcontrib><creatorcontrib>Korotaev, Vladislav Yu</creatorcontrib><creatorcontrib>Kotovich, Ivan V.</creatorcontrib><creatorcontrib>Zimnitskiy, Nikolai S.</creatorcontrib><creatorcontrib>Kutyashev, Igor B.</creatorcontrib><creatorcontrib>Sosnovskikh, Vyacheslav Ya</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Barkov, Alexey Yu</au><au>Korotaev, Vladislav Yu</au><au>Kotovich, Ivan V.</au><au>Zimnitskiy, Nikolai S.</au><au>Kutyashev, Igor B.</au><au>Sosnovskikh, Vyacheslav Ya</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles</atitle><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle><stitle>Chem Heterocycl Comp</stitle><date>2016-10-01</date><risdate>2016</risdate><volume>52</volume><issue>10</issue><spage>814</spage><epage>822</epage><pages>814-822</pages><issn>0009-3122</issn><eissn>1573-8353</eissn><abstract>A method is proposed for the synthesis of 3-nitro-2-phenyl-2-(trifluoromethyl)-2
H
-chromenes by tandem condensation of salicylic aldehydes with (
E
)-3,3,3-trifluoro-1-nitro-2-phenylprop-1-ene in the presence of triethylamine. The example of 3-nitro-2-phenyl-2-(trifluoromethyl)-2
H
-chromene was used to demonstrate conjugated addition reactions with enamines, nitromethane, and aniline, which are characteristic for this class of compounds. The structure of the obtained products was confirmed by X-ray structural analysis.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10593-016-1971-y</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0009-3122 |
| ispartof | Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2016-10, Vol.52 (10), p.814-822 |
| issn | 0009-3122 1573-8353 |
| language | eng |
| recordid | cdi_proquest_journals_1880828298 |
| source | SpringerLink Journals - AutoHoldings |
| subjects | Aldehydes Aniline Chemical synthesis Chemistry Chemistry and Materials Science Condensates Nitromethane Nucleophiles Organic Chemistry Pharmacy Structural analysis Triethylamine |
| title | 3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-28T19%3A55%3A52IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_proqu&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes:%20synthesis%20and%20reactions%20with%20nucleophiles&rft.jtitle=Chemistry%20of%20heterocyclic%20compounds%20(New%20York,%20N.Y.%201965)&rft.au=Barkov,%20Alexey%20Yu&rft.date=2016-10-01&rft.volume=52&rft.issue=10&rft.spage=814&rft.epage=822&rft.pages=814-822&rft.issn=0009-3122&rft.eissn=1573-8353&rft_id=info:doi/10.1007/s10593-016-1971-y&rft_dat=%3Cgale_proqu%3EA472185047%3C/gale_proqu%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1880828298&rft_id=info:pmid/&rft_galeid=A472185047&rfr_iscdi=true |