Reaction of unsymmetrical trifluoromethyl-containing 1,3-dicarbonyl compounds with ‘push–pull’ enamines
The reaction of ‘push–pull’ enamines with trifluoromethyl-containing 1,3-dicarbonyl compounds was investigated. It was found that the reaction is sensitive both to the structure of the enamines and to reaction conditions. As a result, a set of various trifluoromethyldialkylanilines was obtained....
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Published in: | Tetrahedron letters Vol. 48; no. 15; pp. 2775 - 2779 |
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09-04-2007
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Abstract | The reaction of ‘push–pull’ enamines with trifluoromethyl-containing 1,3-dicarbonyl compounds was investigated. It was found that the reaction is sensitive both to the structure of the enamines and to reaction conditions. As a result, a set of various trifluoromethyldialkylanilines was obtained. |
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AbstractList | The reaction of ‘push–pull’ enamines with trifluoromethyl-containing 1,3-dicarbonyl compounds was investigated. It was found that the reaction is sensitive both to the structure of the enamines and to reaction conditions. As a result, a set of various trifluoromethyldialkylanilines was obtained. |
Author | Kostyuk, Alexander N. Volochnyuk, Dmitriy M. Sibgatulin, Dmitriy A. |
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Cites_doi | 10.1023/A:1012473901354 10.1016/S0040-4039(03)00244-2 10.1016/S0040-4020(01)80011-9 10.1016/j.tet.2005.01.075 10.1016/j.tet.2004.01.010 10.1021/jm010440g 10.1139/v00-104 10.1007/BF00958575 10.1055/s-2003-40520 10.1016/S0022-1139(02)00221-X |
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Keywords | ‘Push–pull’ enamines 4,4,4-Trifluoroacetoacetate Cyclocondensation Trifluoromethylated benzenes |
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References | Ohkura, Berbasov, Soloshonok (bib8) 2003; 44 Volochnyuk, Kostyuk, Sibgatulin, Chernega (bib4) 2005; 61 bib14 bib15 bib12 bib13 bib11 Volochnyuk, Pushechnikov, Krotko, Sibgatulin, Kovaleva, Tolmachev (bib6) 2003 Schiemann, G.; Cornils, B. Chemie und Technolodie cyclischer Fluoroverbindungen; Enke: Stuttgart, 1969. Burgart, Kuzueva, Pryadeina, Kappe, Saloutin, Chu-Moyer, Ballinger, Beebe, Berger, Coutcher, Day, Li, Mylari, Oates, Weekly (bib7) 2001; 37 Volochnyuk, Kostyuk, Sibgatulin, Petrenko, Sibgatulin, Volochnyuk, Kostyuk (bib1) 2004 Volochnyuk, Kostyuk, Sibgatulin, Chernega, Pinchuk, Tolmachev (bib3) 2004; 60 Sloop, Bumgardner, Loehle, Singh, Kumar, Batra, Rozas, Elguero (bib5) 2002; 118 Sibgatulin, Volochnyuk, Kostyuk (bib2) 2006 Skryabina, Burgart, Saloutin (bib9) 1991; 40 Volochnyuk (10.1016/j.tetlet.2007.02.044_bib6) 2003 (10.1016/j.tetlet.2007.02.044_bib10_4) 1994 10.1016/j.tetlet.2007.02.044_bib10_2 Volochnyuk (10.1016/j.tetlet.2007.02.044_bib1_1) 2004 Sloop (10.1016/j.tetlet.2007.02.044_bib5_1) 2002; 118 Chu-Moyer (10.1016/j.tetlet.2007.02.044_bib7_2) 2002; 45 Ohkura (10.1016/j.tetlet.2007.02.044_bib8) 2003; 44 Burgart (10.1016/j.tetlet.2007.02.044_bib7_1) 2001; 37 Skryabina (10.1016/j.tetlet.2007.02.044_bib9) 1991; 40 Yagupolskii (10.1016/j.tetlet.2007.02.044_bib10_3) 1988 Volochnyuk (10.1016/j.tetlet.2007.02.044_bib3) 2004; 60 McClinton (10.1016/j.tetlet.2007.02.044_bib10_1) 1992; 48 Singh (10.1016/j.tetlet.2007.02.044_bib5_2) 2000; 78 Sibgatulin (10.1016/j.tetlet.2007.02.044_bib2) 2006 Sibgatulin (10.1016/j.tetlet.2007.02.044_bib1_2) 2005 Volochnyuk (10.1016/j.tetlet.2007.02.044_bib4) 2005; 61 |
References_xml | – volume: 118 start-page: 135 year: 2002 end-page: 148 ident: bib5 publication-title: J. Fluorine Chem. contributor: fullname: Elguero – ident: bib14 – ident: bib15 – start-page: 1625 year: 2006 end-page: 1630 ident: bib2 publication-title: Synthesis contributor: fullname: Kostyuk – ident: bib13 – ident: bib11 – ident: bib12 – volume: 44 start-page: 2417 year: 2003 end-page: 2420 ident: bib8 publication-title: Tetrahedron Lett. contributor: fullname: Soloshonok – volume: 40 start-page: 788 year: 1991 end-page: 794 ident: bib9 publication-title: Bull. Acad. Sci. USSR Div. Chem. Sci. contributor: fullname: Saloutin – volume: 60 start-page: 2361 year: 2004 end-page: 2371 ident: bib3 publication-title: Tetrahedron contributor: fullname: Tolmachev – start-page: 1531 year: 2003 end-page: 1540 ident: bib6 publication-title: Synthesis contributor: fullname: Tolmachev – start-page: 2545 year: 2004 end-page: 2549 ident: bib1 publication-title: Synthesis contributor: fullname: Kostyuk – volume: 61 start-page: 2839 year: 2005 end-page: 2847 ident: bib4 publication-title: Tetrahedron contributor: fullname: Chernega – volume: 37 start-page: 869 year: 2001 end-page: 880 ident: bib7 publication-title: Russ. J. Org. Chem. contributor: fullname: Weekly – volume: 37 start-page: 869 year: 2001 ident: 10.1016/j.tetlet.2007.02.044_bib7_1 publication-title: Russ. J. Org. Chem. doi: 10.1023/A:1012473901354 contributor: fullname: Burgart – volume: 44 start-page: 2417 year: 2003 ident: 10.1016/j.tetlet.2007.02.044_bib8 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(03)00244-2 contributor: fullname: Ohkura – volume: 48 start-page: 6555 year: 1992 ident: 10.1016/j.tetlet.2007.02.044_bib10_1 publication-title: Tetrahedron doi: 10.1016/S0040-4020(01)80011-9 contributor: fullname: McClinton – year: 1988 ident: 10.1016/j.tetlet.2007.02.044_bib10_3 contributor: fullname: Yagupolskii – ident: 10.1016/j.tetlet.2007.02.044_bib10_2 – volume: 61 start-page: 2839 year: 2005 ident: 10.1016/j.tetlet.2007.02.044_bib4 publication-title: Tetrahedron doi: 10.1016/j.tet.2005.01.075 contributor: fullname: Volochnyuk – volume: 60 start-page: 2361 year: 2004 ident: 10.1016/j.tetlet.2007.02.044_bib3 publication-title: Tetrahedron doi: 10.1016/j.tet.2004.01.010 contributor: fullname: Volochnyuk – volume: 45 start-page: 511 year: 2002 ident: 10.1016/j.tetlet.2007.02.044_bib7_2 publication-title: J. Med. Chem. doi: 10.1021/jm010440g contributor: fullname: Chu-Moyer – volume: 78 start-page: 1109 year: 2000 ident: 10.1016/j.tetlet.2007.02.044_bib5_2 publication-title: Can. J. Chem. doi: 10.1139/v00-104 contributor: fullname: Singh – start-page: 1907 year: 2005 ident: 10.1016/j.tetlet.2007.02.044_bib1_2 publication-title: Synlett contributor: fullname: Sibgatulin – volume: 40 start-page: 788 year: 1991 ident: 10.1016/j.tetlet.2007.02.044_bib9 publication-title: Bull. Acad. Sci. USSR Div. Chem. Sci. doi: 10.1007/BF00958575 contributor: fullname: Skryabina – start-page: 2545 year: 2004 ident: 10.1016/j.tetlet.2007.02.044_bib1_1 publication-title: Synthesis contributor: fullname: Volochnyuk – year: 1994 ident: 10.1016/j.tetlet.2007.02.044_bib10_4 – start-page: 1531 year: 2003 ident: 10.1016/j.tetlet.2007.02.044_bib6 publication-title: Synthesis doi: 10.1055/s-2003-40520 contributor: fullname: Volochnyuk – start-page: 1625 year: 2006 ident: 10.1016/j.tetlet.2007.02.044_bib2 publication-title: Synthesis contributor: fullname: Sibgatulin – volume: 118 start-page: 135 year: 2002 ident: 10.1016/j.tetlet.2007.02.044_bib5_1 publication-title: J. Fluorine Chem. doi: 10.1016/S0022-1139(02)00221-X contributor: fullname: Sloop |
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Title | Reaction of unsymmetrical trifluoromethyl-containing 1,3-dicarbonyl compounds with ‘push–pull’ enamines |
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