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Synthesis of 1-(2-polyfluoroacylaminophenyl)-3-polyfluoroalkylpropane-1,3-diones and 2-polyfluoroalkyl-4-quinolones

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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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Authors and Affiliations

  1. A. M. Gorky Ural State University, 51 prosp. Lenina, 620083, Ekaterinburg, Russian Federation

    V. Ya. Sosnovskikh, B. I. Usachev & A. Yu. Sizov

Authors
  1. V. Ya. Sosnovskikh
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  2. B. I. Usachev
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  3. A. Yu. Sizov
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Sosnovskikh, V.Y., Usachev, B.I. & Sizov, A.Y. Synthesis of 1-(2-polyfluoroacylaminophenyl)-3-polyfluoroalkylpropane-1,3-diones and 2-polyfluoroalkyl-4-quinolones. Russian Chemical Bulletin 51, 2109–2115 (2002). https://doi.org/10.1023/A:1021632531255

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  • DOI: https://doi.org/10.1023/A:1021632531255

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