<p>The Boger reaction with 1-morpholinocyclopentene was found to involve the nucleophilic substitution of hydrogen at the C(6) position of 5-(2-furyl)-1,2,4-triazines containing the pyridin-2-yl moiety or some its analogs at the C3 position. The structure of the unexpected Boger product, β-morpholine-substituted pyridine, was confirmed by X-ray diffraction analysis. The mechanism for this process was proposed. The photophysical properties of the resulting compounds were studied, demonstrating that in most cases, the introduction of morpholin-4-yl improved the performance.</p>

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Specificity of the Boger reaction of 6-unsubstituted 1,2,4-triazines with 1-morpholinocyclopentene

  • M. I. Valieva,
  • A. P. Krinochkin,
  • A. Rammohan,
  • Y. K. Shtaitz,
  • N. N. Mochulskaya,
  • A. A. Yurtaeva,
  • M. Alahmad,
  • D. S. Kopchuk,
  • T. A. Tseitler,
  • V. A. Mamedov,
  • G. V. Zyryanov

摘要

The Boger reaction with 1-morpholinocyclopentene was found to involve the nucleophilic substitution of hydrogen at the C(6) position of 5-(2-furyl)-1,2,4-triazines containing the pyridin-2-yl moiety or some its analogs at the C3 position. The structure of the unexpected Boger product, β-morpholine-substituted pyridine, was confirmed by X-ray diffraction analysis. The mechanism for this process was proposed. The photophysical properties of the resulting compounds were studied, demonstrating that in most cases, the introduction of morpholin-4-yl improved the performance.