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Recyclization of indolo[2,3-c]pyrylium salts by reaction with secondary amines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1-R-3-methylindolo[2,3-c]pyrylium salts react with cyclic secondary amines (morpholine, piperidine, and N-methylpiperazine) to give, depending on the structure of the alkyl substituent R, either 1- (when R=Me) or 3-aminocarbazoles (when R=i-Pr), or mixtures of both (when R=Et). The position of the amino-substituent in 1-morpholino-3,9-dimethylcarbazole has been established by x-ray diffraction examination.

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Authors and Affiliations

  1. Institute of Physical Organic and Coal Chemistry, Academy of Sciences of the Ukrainian SSR, 340114, Donetsk

    V. I. Dulenko, A. V. Kibal'nyi, Yu. A. Nikolyukin, V. I. Luk'yanenko, A. V. Goncharov, S. A. Sidorova, D. S. Yufit & Yu. T. Struchkov

  2. P. I. Lebedev-Polyanskii Vladimir State Pedagogical Institute, 600024, Vladimir

    V. I. Dulenko, A. V. Kibal'nyi, Yu. A. Nikolyukin, V. I. Luk'yanenko, A. V. Goncharov, S. A. Sidorova, D. S. Yufit & Yu. T. Struchkov

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  1. V. I. Dulenko
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  2. A. V. Kibal'nyi
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  3. Yu. A. Nikolyukin
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  4. V. I. Luk'yanenko
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  5. A. V. Goncharov
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  6. S. A. Sidorova
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  7. D. S. Yufit
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  8. Yu. T. Struchkov
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Additional information

Deceased.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 546–551, April, 1990.

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Dulenko, V.I., Kibal'nyi, A.V., Nikolyukin, Y.A. et al. Recyclization of indolo[2,3-c]pyrylium salts by reaction with secondary amines. Chem Heterocycl Compd 26, 467–472 (1990). https://doi.org/10.1007/BF00497224

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  • DOI: https://doi.org/10.1007/BF00497224

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