Theophyllinylpyrimidine scaffolds undergo intramolecular cyclization reactions to form 1,3-diazepines and imidazopurines

Iryna O. Lebedyeva, V'Yacheslav M. Povstyanoy, Aleksey B. Ryabitskii, Oleksandr Panasyuk, Evgen Ivahnenko, Vera P. Lozova, Igor Markevich, Svitlana Allakhverdova, Mykhaylo V. Povstyanoy

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Abstract

Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the corresponding diazepine moieties. In addition, modification of the reaction conditions led to the formation of imidazo[2,1-f]purines. Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the diazepine moiety. Modification of the reaction conditions led to the formation of imidazo[2,1-f]purines.

Original languageEnglish (US)
Pages (from-to)4594-4606
Number of pages13
JournalEuropean Journal of Organic Chemistry
Issue number21
DOIs
Publication statusPublished - Jul 1 2013
Externally publishedYes

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Keywords

  • Alkaloids
  • Cyclization
  • Fused-ring systems
  • Medicinal chemistry
  • Nitrogen heterocycles

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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