Synthesis of new pyrazole and isoxazole derivatives based on products of condensation of β-dicarbonyl compounds with 1,2,3-trihalopropanes

The reaction of 2-(2-halo-3-propenyl)-1,3-dicarbonyl compounds, which are formed in the alkylation of β-dicarbonyl compounds with 1,2,3-trihalopropanes in the presence of potassium carbonate in DMSO, with hydrazine and hydroxylamine derivatives was studied. The synthesis of new pyrazole and isoxazole derivatives on the basis of this reaction is described. Some chemical transformations of the 1,2-azoles obtained were investigated. The IR spectra of suspensions of the compounds in mineral oil were recorded with a UR-20 spectrometer. The 1H NMR spectra were recorded with a Tesla BS-487 spectrometer (80 MHz), and the 13C NMR spectra were recorded with a Varian FT-80A spectrometer (20 MHz) with complete decoupling of the protons and tetramethylsilane (TMS) as the standard