Russian Chemical Bulletin

, Volume 57, Issue 9, pp 2005–2010 | Cite as

Benzannulation of 5-methyl-7-phenyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine with chalcones and their synthetic equivalents as a method for the synthesis of tetrazolo[5,1-b]quinazolines

  • D. Yu. Sidorenko
  • V. D. Orlov
Full Articles


Derivatives of tetrahydrotetrazolo[5,1-b]quinazolines were synthesized by the reactions of 5-methyl-7-phenyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine with α,β-unsaturated carbonyl compounds and their synthetic equivalents in methanol in the presence of sodium methoxide. The spontaneous or specifically target oxidation of these derivatives gives rise to aromatic tetrazoloquinazolines. The reaction pathways and mechanisms were discussed. The structures of the resulting compounds were confirmed by IR and 1H NMR spectroscopy, mass spectrometry, and elemental analysis.

Key words

partially hydrogenated tetrazolo[5,1-b]quinazolines synthesis cyclocondensation heteroaromatization chalcones 


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Copyright information

© Springer Science+Business Media, Inc.  2008

Authors and Affiliations

  1. 1.V. N. Karazin Kharkov National UniversityKharkovUkraine

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