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Synthesis and aminomethylation of 9-aza-3-azoniaspiro[5,5]undeca-7,10-diene-8-selenolates

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Chemistry of Heterocyclic Compounds Aims and scope

10-Amino-7,11-dicyano-9-aza-3-azoniaspiro[5,5]undeca-7,10-diene-8-selenolates have been obtained by the interaction of N-alkylpiperidin-4-ones with 2 equiv. cyanoselenoacetamide or with malononitrile and cyanoselenoacetamide. Aminomethylation of the obtained compounds proceeded under mild conditions and led to the formation of 8'-selenoxo-3',5',7',11'-tetraazaspiro[piperidine-4,13'-tri-cyclo[7.3.1.02,7]tridec[2]ene]-1',9'-dicarbonitriles. The structure of 1-methyl-5',11'-di(4-methyl-phenyl)-8'-selenoxo-3',5',7',11'-tetraazaspiro[piperidine-4,13'-tricyclo[7.3.1.02,7]tridec[2]ene]-1',9'-di-carbonitrile was determined by X-ray structural analysis.

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Authors and Affiliations

  1. “ChemEx” Laboratory, Vladimir Dal’ East Ukrainian National University, 20-A Molodyozhny Kv., Lugansk, 91034, Ukraine

    K. A. Frolov, V. V. Dotsenko & S. G. Krivokolysko

  2. Scientific-Technological Complex “Institute of Monocrystals”, National Academy of Sciences of Ukraine, 60 Lenina Ave., Kharkiv, 61001, Ukraine

    R. I. Zubatyuk & O. V. Shishkin

Authors
  1. K. A. Frolov
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  2. V. V. Dotsenko
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  3. S. G. Krivokolysko
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  4. R. I. Zubatyuk
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  5. O. V. Shishkin
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Correspondence to K. A. Frolov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 507-513, March, 2013.

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Frolov, K.A., Dotsenko, V.V., Krivokolysko, S.G. et al. Synthesis and aminomethylation of 9-aza-3-azoniaspiro[5,5]undeca-7,10-diene-8-selenolates. Chem Heterocycl Comp 49, 472–478 (2013). https://doi.org/10.1007/s10593-013-1270-9

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  • DOI: https://doi.org/10.1007/s10593-013-1270-9

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