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Study of the bromination of 1,5-dinitro-3-azabicyclo-[3.3.1]non-6-enes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The electrophilic addition of bromine to 3-substituted 1,5-dinitro-3-azabicyclo[3.3.1]non-6-ene in carbon tetrachloride is accompanied by intramolecular 3,7-cyclization with the formation of 6-bromo-3-R-1,5-dinitro-3-azonia-tricyclo[3.3.103,7]nonane tribromides. In the bromination of 1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes containing substituents at the double bond, molecular complexes of halogen with the substrate were obtained.

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Authors and Affiliations

  1. L. N. Tolstoy Tula State Pedagogical University, Tula, 300026, Russia

    I. V. Shakhkeldyan, Yu. M. Atroshchenko, N. K. Melekhina & I. E. Yakunina

  2. A. N. Kosygin Moscow State Textile University, Moscow, 117419, Russia

    K. I. Kobrakov

  3. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 117913, Russia

    A. N. Shumsky

Authors
  1. I. V. Shakhkeldyan
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  2. Yu. M. Atroshchenko
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  3. N. K. Melekhina
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  4. I. E. Yakunina
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  5. K. I. Kobrakov
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  6. A. N. Shumsky
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Correspondence to I. V. Shakhkeldyan.

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__________

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 862–873, June, 2008.

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Shakhkeldyan, I.V., Atroshchenko, Y.M., Melekhina, N.K. et al. Study of the bromination of 1,5-dinitro-3-azabicyclo-[3.3.1]non-6-enes. Chem Heterocycl Comp 44, 690–699 (2008). https://doi.org/10.1007/s10593-008-0107-4

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  • DOI: https://doi.org/10.1007/s10593-008-0107-4

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