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Synthesis and study of 5a,6-dihydro-12H-indolo[2,1-b][1,3]-benzoxazines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reaction of 2,3,3-trimethyl-, 2,3,3,5- and 2,3,3,7-tetramethyl-3H-indoles with 4-nitro-2-chloromethylphenol has given the 5a,6-dihydro-12H-indolo-[2,1-b][1,3]-benzoxazines, which have been examined for ring-chain interconversion by NMR spectroscopy. Treatment of 5a,6-dihydro-12H-indolo[2,1-b][1,3]benzoxazines with either perchloric acid or potassium hydroxide results in opening of the dihydrooxazine ring with the formation of indole derivatives.

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Authors and Affiliations

  1. A. Snechkus Kaunas Polytechnic Institute, 233006, Kaunas

    A. A. Shachkus, Yu. A. Degutis & A. G. Urbonavichyus

Authors
  1. A. A. Shachkus
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  2. Yu. A. Degutis
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  3. A. G. Urbonavichyus
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 672–676, May, 1989.

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Shachkus, A.A., Degutis, Y.A. & Urbonavichyus, A.G. Synthesis and study of 5a,6-dihydro-12H-indolo[2,1-b][1,3]-benzoxazines. Chem Heterocycl Compd 25, 562–565 (1989). https://doi.org/10.1007/BF00482508

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  • DOI: https://doi.org/10.1007/BF00482508

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