Chemistry of Heterocyclic Compounds

, Volume 14, Issue 7, pp 752–754 | Cite as

Nucleophilic substitution in iodonium derivatives of indole

  • M. S. Ermolenko
  • V. A. Budylin
  • A. N. Kost


3-Indolylphenyliodonium tosylate and trifluoroacetate were synthesized, and their reaction with halide anions was investigated. It is shown that the iodonium grouping is replaced by halogen in all cases. 3-Fluoroindole was synthesized for the first time. The mechanism of the reaction is discussed, and data from the mass spectra of the 3-haloindoles obtained are presented.


Mass Spectrum Organic Chemistry Indole Halide Halogen 
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Literature cited

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    H. Wiehe (editor), Advances in the Chemistry of Acetylenic Compounds [Russian translation], Khimiya, Moscow (1973), p. 247.Google Scholar
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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • M. S. Ermolenko
    • 1
  • V. A. Budylin
    • 1
  • A. N. Kost
    • 1
  1. 1.M. V. Lomonosov Moscow State UniversityMoscow

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