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Synthesis of perfluoroalkyl-substituted 4,5-dihydro-3H-pyrazolo[4,3-a]phenazines and tetrahydroimidazo[4,5-e]indazoles

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Abstract

Oxidation of 1-aryl-3-perfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones with selenium dioxide in the presence of sulfuric acid in glacial acetic acid, followed by treatment of 6,7-dihydro-1H-indazole-4,5-diones thus obtained with an equimolar amount of o-phenylenediamine in ethanol or with a mixture of 4-fluorobenzaldehyde and ammonium acetate in acetic acid, gave 3-aryl-1-perfluoroalkyl-4,5-dihydro-3H-pyrazolo-[4,3-a]phenazines and 6-aryl-2-(4-fluorophenyl)-8-perfluoroalkyl-1(3),4,5,6-tetrahydroimidazo[4,5-e]indazoles, respectively.

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141, Belarus

    T. S. Khlebnikova, Yu. A. Piven’, A. V. Baranovskii & F. A. Lakhvich

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  1. T. S. Khlebnikova
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  2. Yu. A. Piven’
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  3. A. V. Baranovskii
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  4. F. A. Lakhvich
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Correspondence to T. S. Khlebnikova.

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Dedicated to Full Member of the Russian Academy of Sciences I.P. Beletskaya on her jubilee

Original Russian Text © T.S. Khlebnikova, Yu.A. Piven’, A.V. Baranovskii, F.A. Lakhvich, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 3, pp. 433–439.

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Khlebnikova, T.S., Piven’, Y.A., Baranovskii, A.V. et al. Synthesis of perfluoroalkyl-substituted 4,5-dihydro-3H-pyrazolo[4,3-a]phenazines and tetrahydroimidazo[4,5-e]indazoles. Russ J Org Chem 49, 421–427 (2013). https://doi.org/10.1134/S1070428013030184

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  • DOI: https://doi.org/10.1134/S1070428013030184

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