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.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 735-742, May, 2009.
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Pisarenko, S.V., Demidov, O.P., Aksenov, A.V. et al. Synthesis and hydroxylation of 1-alkyl- and 7-alkyl- 1,3,7-triazapyrenium salts. Chem Heterocycl Comp 45, 580–586 (2009). https://doi.org/10.1007/s10593-009-0295-6
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DOI: https://doi.org/10.1007/s10593-009-0295-6