<p>The kinetics of the cyclization of (<i>E</i>)-1,5-diphenylpent-1-en-4-yn-3-one phenylhydrazone in ethylene glycol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene at temperatures ranging from 373.15 to 407.15 K was studied. The reaction product is (<i>E</i>)-1,2-diphenyl-4-styryl-1<i>H</i>-pyrazole in a yield of 99%. The use of catalysis allows one to shorten the reaction time with retaining the yield of the product. The mechanism of the formation of a complex between the reactant and catalyst and the proton transfer from the reactant to the catalyst, which decreases the activation barrier for cyclization, is considered.</p>

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Kinetics of the heterocyclization of (E)-1,5-diphenylpent-1-en-4-yn-3-one phenylhydrazone in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene

  • D. A. Shkolnikov,
  • I. S. Odin,
  • D. M. Gusev,
  • M. Yu. Ovchinnikov,
  • S. A. Grabovskii,
  • A. A. Golovanov

摘要

The kinetics of the cyclization of (E)-1,5-diphenylpent-1-en-4-yn-3-one phenylhydrazone in ethylene glycol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene at temperatures ranging from 373.15 to 407.15 K was studied. The reaction product is (E)-1,2-diphenyl-4-styryl-1H-pyrazole in a yield of 99%. The use of catalysis allows one to shorten the reaction time with retaining the yield of the product. The mechanism of the formation of a complex between the reactant and catalyst and the proton transfer from the reactant to the catalyst, which decreases the activation barrier for cyclization, is considered.