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Indole derivatives

LII. The reaction of indole with benzenediazonium chloride

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of indole with benzenediazonium chloride at pH values from 1 to 12 has been studied. The main product of the reaction at pH 6–12 is 3-phenylazoindole. The coupling reaction is accompanied by the arylation of the indole and the formation of 2-phenyl-3-phenylazoindole. The main product of the reaction at pH 1–4 is 2,2-di(indol-3′-yl)indoxyl.

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Authors and Affiliations

  1. Mendeleev Moscow Chemical and Technological Institute, USSR

    V. G. Avramenko, V. D. Nazina & N. N. Suvorov

Authors
  1. V. G. Avramenko
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  2. V. D. Nazina
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  3. N. N. Suvorov
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Additional information

For Communication LI, see [14].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 6, No. 8, pp. 1071–1075, August, 1970.

The authors express their thanks to V. I. Zaretskii and K. F. Turchin for assistance in the interpretation of the PMR and mass spectra.

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Avramenko, V.G., Nazina, V.D. & Suvorov, N.N. Indole derivatives. Chem Heterocycl Compd 6, 999–1003 (1970). https://doi.org/10.1007/BF00480634

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  • DOI: https://doi.org/10.1007/BF00480634

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