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Indoles

XLIX. Direct confirmation of the fischer synthesis of indoles via a scheme involving a sigmatropic [3,3]-rearrangement

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

In a study of the Fischer cyclization of cyclohexanone mono-p-substituted α, α-diphenylhydrazones (in which the substituents were donor and acceptor groups) it was found that isomeric (formed during cyclization at the substituted and unsubstituted rings) indoles are formed in close ratios. The results were interpreted in terms of sigmatropic processes as a confirmation of the Fischer reaction via a scheme involving a sigmatropic shift.

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Author information

Authors and Affiliations

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

    N. M. Przheval'skii, I. I. Grandberg & N. A. Klyuev

Authors
  1. N. M. Przheval'skii
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  2. I. I. Grandberg
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  3. N. A. Klyuev
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Additional information

See [1] for communication XLVIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1065–1071, August, 1976.

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Przheval'skii, N.M., Grandberg, I.I. & Klyuev, N.A. Indoles. Chem Heterocycl Compd 12, 880–885 (1976). https://doi.org/10.1007/BF00510107

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  • DOI: https://doi.org/10.1007/BF00510107

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