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Synthesis of 5-(1H-pyrazol-3-yl)isoxazoles

  • I. S. Odin,
  • R. N. Itakhunov,
  • D. M. Gusev,
  • A. V. Vologzhanina,
  • A. A. Golovanov

摘要

5-(4,5-Dihydro-1H-pyrazol-3-yl)isoxazoles (pyrazoline-isoxazoles) are readily oxidized by active manganese dioxide in benzene or dichloromethane at room temperature. As a result, a simple and efficient method for the synthesis of the corresponding pyrazoleisoxazoles in 94–99% yields was developed. It was shown that 3-ethynyl-1H-pyrazoles are inactive in the 1,3-dipolar cycloaddition reaction with nitrile oxides and nitrile imines. The synthesized di- and trisubstituted pyrazole-isoxazoles showed weaker luminescent properties compared to pyrazoline-isoxazoles.