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Chemical modification of plant alkaloids. 6. T-reactions of anabasine derivatives

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Chemistry of Natural Compounds Aims and scope

T-reactions of anabasine derivatives were performed for the first time. Condensation of 5-nitro-2-[2-(3pyridyl)piperidino]benzaldehyde with 1,3-dimethylbarbituric acid formed an annelated tetrahydroquinoline system containing a spiropyrimidine moiety as the T-reaction product. Condensation of this same aldehyde with Meldrum’s acid was accompanied by recyclization that led to opening of the piperidine ring and closing of the tetrahydroquinolone system. A third version of the T-reaction that also led to opening of the piperidine ring but without recyclization was the condensation with dimedone.

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Authors and Affiliations

  1. Institute of Toxicology, Russia, 192019, St. Petersburg

    K. A. Krasnov

  2. Interbioskrin, 142432, Chernogolovka, Moscow Oblast, Institutskii Pr. 8, Russia

    V. G. Kartsev

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  1. K. A. Krasnov
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  2. V. G. Kartsev
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Correspondence to K. A. Krasnov.

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Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 779–782, November–December, 2010.

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Krasnov, K.A., Kartsev, V.G. Chemical modification of plant alkaloids. 6. T-reactions of anabasine derivatives. Chem Nat Compd 46, 915–919 (2011). https://doi.org/10.1007/s10600-011-9782-y

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  • DOI: https://doi.org/10.1007/s10600-011-9782-y

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