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Synthesis and transformations of cyanomethyl-1,2,4,5-tetrazines

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Chemistry of Heterocyclic Compounds Aims and scope

Derivatives of s-tetrazine containing malonodinitrile, ethyl cyanoacetate, and 1,3-indanedione fragments were synthesized by the nucleophilic substitution of heterocyclic groups in 3,6-diazolyl-1,2,4,5-tetrazines. Coordination compounds of the cyanomethyltetrazine anion with Cu+, Mn2+, and the tetrathiafulvalene radical cation were obtained, and their structures were determined. A transformation of cyanomethyltetrazines to pyrrolo[1,2-b][1, 2, 4, 5]tetrazines catalyzed by metal cations was discovered.

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Authors and Affiliations

  1. I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 20 Akademicheskaya /22 S. Kovalevskoi St., Yekaterinburg, 620041, Russia

    S. G. Tolshchina, R. I. Ishmetova, N. K. Ignatenko, A. V. Korotina, P. A. Slepukhin, G. L. Rusinov & V. N. Charushin

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  1. S. G. Tolshchina
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  2. R. I. Ishmetova
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  3. N. K. Ignatenko
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  4. A. V. Korotina
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  5. P. A. Slepukhin
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  6. G. L. Rusinov
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  7. V. N. Charushin
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Corresponding author

Correspondence to S. G. Tolshchina.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, 646–661, April, 2013.

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Tolshchina, S.G., Ishmetova, R.I., Ignatenko, N.K. et al. Synthesis and transformations of cyanomethyl-1,2,4,5-tetrazines. Chem Heterocycl Comp 49, 604–617 (2013). https://doi.org/10.1007/s10593-013-1288-z

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  • DOI: https://doi.org/10.1007/s10593-013-1288-z

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