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Chemistry of Heterocyclic Compounds

, Volume 45, Issue 5, pp 580–586 | Cite as

Synthesis and hydroxylation of 1-alkyl- and 7-alkyl- 1,3,7-triazapyrenium salts

  • S. V. Pisarenko
  • O. P. Demidov
  • A. V. Aksenov
  • I. V. BorovlevEmail author
Article

The regioselectivity of quaternization of 1,3,5-triazapyrenes by alkyl halides has been studied. Oxidative hydroxylation of 1-alkyl- and 7-alkyl-1,3,7-triazapyrenium salts gives 1-alkyl-1,2-dihydro-1,3,7-triazapyren-2-ones or 7-alkyl-6,7-dihydro-1,3,7-triazapyren-6-ones respectively. In the absence of an oxidant the hydroxylation of the 1-alkyl-1,3,7-triazapyrenium salts leads to a hydrolytic cleavage of the heterocycle.

Keywords

1,3,7-triazapyrenes 1,3,7-triazapyrenium salts hydroxylation quaternization 

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Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  • S. V. Pisarenko
    • 1
  • O. P. Demidov
    • 1
  • A. V. Aksenov
    • 1
  • I. V. Borovlev
    • 1
    Email author
  1. 1.Stavropol State UniversityStavropolRussia

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