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Russian Journal of Organic Chemistry

, Volume 49, Issue 11, pp 1655–1660 | Cite as

Synthesis of nitrogen heterocycles underlain by application of 3-(4-Acetyl[phenyl)-2H-coumarin

  • O. V. Skripskaya
  • N. O. Feilo
  • A. O. Neshchadin
  • O. V. Elenich
  • R. Z. Lytvyn
  • N. D. ObushakEmail author
  • P. I. Yagodinets
Article

Abstract

3-(4-Acetylphenyl)-2H-chromen-2-one was obtained from 4-acetylphenyldiazonium chloride in the conditions of Meerwein reaction. Reactions of 3-[4-(2-bromoacetyl)phenyl]-2H-chromen-2-one with pyridine, 4-methylpyridine, quinoline, benzo[f]quinoline, and triphenylphosphine afforded quaternary salts, and with thioacetamide, thiourea, 2-aminopyridine, 2-aminopyrimidine, and 6-aminopurine provided the corresponding derivatives of thiazole, imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine, imidazo[2,1-i]purine. In the reaction of the same bromo derivative with thiosemicarbazide and aromatic aldehydes a thiazole ring is built and the corresponding hydrazones are formed.

Keywords

Coumarin Nitrogen Heterocycle Phosphonium Salt Thiazole Ring Salt Versus 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Pleiades Publishing, Ltd. 2013

Authors and Affiliations

  • O. V. Skripskaya
    • 1
  • N. O. Feilo
    • 1
  • A. O. Neshchadin
    • 2
  • O. V. Elenich
    • 1
  • R. Z. Lytvyn
    • 2
  • N. D. Obushak
    • 2
    Email author
  • P. I. Yagodinets
    • 1
  1. 1.Yurii Fed’kovich Chernivtsi National UniversityChernivtsiUkraine
  2. 2.Ivan Franko Lviv National UniversityLvivUkraine

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