Synthesis of 1-(2-polyfluoroacylaminophenyl)-3-polyfluoroalkylpropane-1,3-diones and 2-polyfluoroalkyl-4-quinolones |
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Authors: | Sosnovskikh V. Ya. Usachev B. I. Sizov A. Yu. |
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Affiliation: | (1) A. M. Gorky Ural State University, 51 prosp. Lenina, 620083 Ekaterinburg, Russian Federation |
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Abstract: | The condensation of 2-aminoacetophenone with RFCO2Et (RF = CF3, CF2H, CF2CF2H) in the presence of LiH in THF or ButOK in ButOH affords either 2-polyfluoroalkyl-4-quinolones or 1-(2-polyfluoroacylaminophenyl)-3-polyfluoroalkylpropane-1,3-diones, depending on the ratio of the initial reactants. The latter are hydrolyzed in an acidic medium to produce 2-polyfluoroalkyl-4-quinolones. N-Methyl-2-trifluoromethyl-4-quinolone was synthesized from 2-aminoacetophenone, CF3CO2Et, and MeI in the presence of ButOK. |
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Keywords: | 2-aminoacetophenone ethyl polyfluorocarboxylates condensation 1-(2-polyfluoroacylaminophenyl)-3-polyfluoroalkylpropane-1,3-diones 2-polyfluoroalkyl-4-quinolones tautomerism |
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