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The Synthesis of Substituted Aminoindoles by Chemical and Electrochemical Reduction of Nitroindoles

  • Ian Marcotte
  • Alexandre Lemire
  • Jean Lessard
Conference paper

Abstract

The electrochemical reduction of 4-, 5-, 6- and 7-nitroindoles in basic and acidic aqueous methanol gave substituted aminoindoles and/or the corresponding aminoindole in a ratio depending on the nitroindole, the pH and the strength of the nucleophile present in the medium. In the case of 5-nitroindole and 3-hydroxypropyl-5-nitroindole, in basic medium and in the presence of EtS, only the corresponding 4-ethanethio-5-aminoindole was formed in very good yields (regiospecific and highly selective reaction).

Keywords

Basic Medium Acidic Medium Good Yield Saturated Calomel Electrode Electrochemical Reduction 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1).
    J. A. Jonas, E. H. Ruediger, C. Crola and P. Dextrase, European Patent 0 645 385 Al, 1995.Google Scholar
  2. 2).
    I. Marcotte, J..M. Chapuzet, Y. Dory and J. Lessard, This issue Google Scholar

Copyright information

© Springer Japan 1998

Authors and Affiliations

  • Ian Marcotte
    • 1
  • Alexandre Lemire
    • 1
  • Jean Lessard
    • 1
  1. 1.Centre de Recherche en Électrochimie et Électrocatalyse, Département de ChimieUniversité de SherbrookeSherbrookeCanada

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