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

摘要

The condensation of 2-aminoacetophenone with R~FCO_2Et (R~F = CF_3, CF_2H, CF_2CF_2H) in the presence of LiH in THF or Bu~tOK in Bu~tOH affords either 2-polyfluroalkyl-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, CF_3CO_2Et, and MeI in the presence of Bu~tOK.