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Synthesis of azecino[5,4-b]indoles and indolo[3,2-e][2]benzazonines via tandem transformation of hydrogenated indoloquinolizines and indolizines

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Abstract

The reactions of partially hydrogenated indole-fused quinolizines and indolizines with activated alkynes in methanol, acetonitrile, and dichloromethane were studied. The reactions were shown to be accompanied by the cleavage of the bridging C-N bond. Azecino[5,4-b]-indole and indolo[3,2-e][2]benzazonine derivatives were synthesized.

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Authors and Affiliations

  1. Peoples’ Friendship University of Russia, 6 ul. Miklukho-Maklaya, 117198, Moscow, Russian Federation

    L. G. Voskressensky, T. N. Borisova, A. A. Titov, A. V. Listratova, L. N. Kulikova & A. V. Varlamov

  2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    V. N. Khrustalev

  3. N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 119991, Moscow, Russian Federation

    G. G. Aleksandrov

Authors
  1. L. G. Voskressensky
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  2. T. N. Borisova
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  3. A. A. Titov
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  4. A. V. Listratova
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  5. L. N. Kulikova
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  6. A. V. Varlamov
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  7. V. N. Khrustalev
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  8. G. G. Aleksandrov
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Corresponding author

Correspondence to L. G. Voskressensky.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1218–1227, June, 2012.

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Voskressensky, L.G., Borisova, T.N., Titov, A.A. et al. Synthesis of azecino[5,4-b]indoles and indolo[3,2-e][2]benzazonines via tandem transformation of hydrogenated indoloquinolizines and indolizines. Russ Chem Bull 61, 1231–1241 (2012). https://doi.org/10.1007/s11172-012-0167-6

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  • DOI: https://doi.org/10.1007/s11172-012-0167-6

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