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Azaindole derivatives

XLII. Polarographic oxidation and dehydrogenation of 5-azaindoles and 5,7-diazaindolines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The polarographic oxidation of a series of 5-azaindoline, 7-azaindoline, and 5,7-diazaindoline derivatives (22 compounds) was studied, and the results are compared with the ease of dehydrogenation of these substances under the influence of quinones. It is shown that E1/2 increases on passing from 7-azaindolines to 5-azaindolines and then to 5,7-diazaindolines. The effect of substituents is satisfactorily described by cross-correlation equations, while the deviations from the correlation are associated with the peculiarities of the lactam-lactim tautomeric equilibrium in a number of 6-hydroxy-5- and 7-azaindolines.

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Authors and Affiliations

  1. All-Union Scientific-Research Institute of Chemical Reagents and Ultrapure Compounds, Moscow

    I. N. Palant, Yu. I. Vainshtein, D. M. Krasnokut-skaya & L. N. Yakhontov

  2. S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical Chemistry Institute, Moscow

    I. N. Palant, Yu. I. Vainshtein, D. M. Krasnokut-skaya & L. N. Yakhontov

Authors
  1. I. N. Palant
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  2. Yu. I. Vainshtein
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  3. D. M. Krasnokut-skaya
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  4. L. N. Yakhontov
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Additional information

See [1] for communication XLI.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 773–776, June, 1973.

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Palant, I.N., Vainshtein, Y.I., Krasnokut-skaya, D.M. et al. Azaindole derivatives. Chem Heterocycl Compd 9, 710–712 (1973). https://doi.org/10.1007/BF00472313

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  • DOI: https://doi.org/10.1007/BF00472313

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