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Indoles from 3-nitropyridinium salts 9. Methyl ethyl ketone N-methylimine in the indolization of 1-methyl-3-nitropyridinium salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

In a study of the direction of the indolization of alkyl-substituted 3-nitropyridinium salts in reaction with methyl ethyl ketone N-methylimine as a function of the structure of the salts, it has been established that in the presence of a substituent at position 4, initial attack at position 6 by the most substituted enamine form of the imine leads to preferential formation of 7-methylindole whereas in its absence the regioselectivity of the process is reduced and in the indole mixture the fraction of 3-methylindole increases.

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Authors and Affiliations

  1. M. V. Lomonosov State University, 119899, Moscow

    M. A. Yurovskaya, A. V. Karchava, A. Z. Afanas'ev & Yu. G. Bundel'

Authors
  1. M. A. Yurovskaya
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  2. A. V. Karchava
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  3. A. Z. Afanas'ev
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  4. Yu. G. Bundel'
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Additional information

For Communication 8, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 489–494, April, 1992.

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Yurovskaya, M.A., Karchava, A.V., Afanas'ev, A.Z. et al. Indoles from 3-nitropyridinium salts 9. Methyl ethyl ketone N-methylimine in the indolization of 1-methyl-3-nitropyridinium salts. Chem Heterocycl Compd 28, 409–413 (1992). https://doi.org/10.1007/BF00766999

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  • DOI: https://doi.org/10.1007/BF00766999

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