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Indoles

XIII. Synthesis and investigation of the ring-chain tautomerism of compounds of the homoeseroline series

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Dinordeoxy-10-methylhomoeseroline and a number of its derivatives, substituted in the benzene ring and at the indole nitrogen atom, were obtained by condensation in neutral, aqueous alcoholic solutions of arylhydrazines with δ-haloketones with an α-methine group. The compounds of the homoeseroline series exist in neutral solutions in the form of a mixture of ring and chain tautomers, and the position of the tautomeric equilibrium depends on the solvent. The dependence of the ring-chain tautomeric equilibrium on the pH of the medium was determined, and the region of the existence of an equilibrium mixture in acidic solutions was found.

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Literature cited

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Authors and Affiliations

  1. K. A. Timiryazev Moscow Agricultural Academy, USSR

    I. I. Grandberg & T. A. Ivanova

Authors
  1. I. I. Grandberg
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  2. T. A. Ivanova
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Additional information

See [1] for Communication XII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1489–1494, November, 1970.

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Grandberg, I.I., Ivanova, T.A. Indoles. Chem Heterocycl Compd 6, 1388–1393 (1970). https://doi.org/10.1007/BF00476779

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  • DOI: https://doi.org/10.1007/BF00476779

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