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Chemical modification of plant alkaloids. 5. Spirocyclic systems based on cotarnine and barbituric acids

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Abstract

Cotarnine was reacted with barbituric acid and its N-alkylbartituric and 1,3-dimethyl-2-thio analogs under forcing conditions to produce spirocyclic systems. Adducts, further transformations of which included skeletal rearrangements (a type of T-reaction) and subsequent deamination, were formed in the first step. The reaction of N-methylcotarnine and 1,3-dimethylbarbituric acid was analogous. The properties of the spirocyclic products were studied. They were further modified at the CH-acid and aromatic moieties.

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Acknowledgement

The work was performed under the auspices of the RF President Program for Support of Scientific Schools (project NSh-1060.2003.3).

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Authors and Affiliations

  1. ZAO Interbioscreen, 142432, Chernogolovka, Moscow District, Institutskii pr., 8

    K. A. Krasnov

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

    V. G. Kartsev

Authors
  1. K. A. Krasnov
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  2. V. G. Kartsev
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  3. V. N. Khrustalev
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Corresponding author

Correspondence to V. G. Kartsev.

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Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 38–42, January–February, 2008.

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Krasnov, K.A., Kartsev, V.G. & Khrustalev, V.N. Chemical modification of plant alkaloids. 5. Spirocyclic systems based on cotarnine and barbituric acids. Chem Nat Compd 44, 48–54 (2008). https://doi.org/10.1007/s10600-008-0013-0

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  • DOI: https://doi.org/10.1007/s10600-008-0013-0

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