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Synthesis of 5-aminoindole derivatives from N-arylsulfonylquinone diimines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of N-arylsulfonyl-1,4-quinone diimines with 3-aryl-aminocrotonates gives 1-aryl-2-methyl-3-carbethoxy-5-arenesulfonamidoindoles, i.e., the enamine nitrogen atom participates in the formation of the pyrrole ring; in the case of quinone diimines with two different arylsulfonyl substituents, the arenesulfonamide with the more electronegative substituent is cleaved.

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Authors and Affiliations

  1. Engineering Institute, M. V. Lomonosov Moscow State University, USSR

    A. S. Grishchenko, V. I. Prikhod'ko, S. I. Grishchenko & A. N. Kost

Authors
  1. A. S. Grishchenko
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  2. V. I. Prikhod'ko
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  3. S. I. Grishchenko
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  4. A. N. Kost
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1509–1511, November, 1974.

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Grishchenko, A.S., Prikhod'ko, V.I., Grishchenko, S.I. et al. Synthesis of 5-aminoindole derivatives from N-arylsulfonylquinone diimines. Chem Heterocycl Compd 10, 1327–1328 (1974). https://doi.org/10.1007/BF01175090

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  • DOI: https://doi.org/10.1007/BF01175090

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