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Synthesis and conversions of polyhedral compounds 19. Opening of ring of 1,3,6-triazohomoadamantane by electrophilic reagents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A new method has been developed for obtaining 8-nitro-1,3,6-triazahomoadamantane. By the action of electrophilic reagents on this compound, N-C bonds of the methylenediamino fragment are ruptured, forming derivatives of 1,4,8-triazabicyclo[4.3.1]decane. Depending on the conditions in reactions of 8-nitro-1,3,6-triazohomoadamantane with benzoyl chloride and nitrous acid, derivatives of either 1,4,8-triazabicyclo[4.3.1]decane or hexahydro-1,4-diazepine may be obtained. The formation of the latter proceeds through the above-mentioned derivatives of 1,4,8-triazabicyclo[4.3.1]decane.

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References

  1. Ts. E. Agadzhanyan, G. L. Arutyunyan, and G. G. Adamyan, Khim. Geterotsikl. Soedin., No. 3, 393 (1994).

  2. A. 1. Kuznetsov, V. A. Kosmakov, and A. S. Moskovkin, Khim. Geterotsikl. Soedin., No. 5, 681 (1990).

  3. Ts. E. Agadzhanyan, A. D. Arutyunyan, and G. S. Saakyan, Khim. Geterotsikl. Soedin., No. 8, 1098 (1992).

  4. A. F. Farminer and G. A. Webb, J. Chem. Soc., Perkin Trans. 1, No. 9, 940 (1976).

  5. E. B. Hodge, J. Org. Chem.,37, 320 (1972).

    Google Scholar 

  6. Ts. E. Agadzhanyan and R. A. Movsesyan, USSR Inventor's Certificate 937,457, Byull. Izobret., No. 23, 109 (1982).

  7. Ts. E. Agadzhanyan and R. A. Movsesyan, Arm. Khim. Zh.,36, 678 (1983).

    Google Scholar 

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Authors and Affiliations

  1. A. L. Mndzhoyan Institute of Fine Organic Chemistry, National Academy of Sciences of the Republic of Armenia, 375014, Erevan

    Ts. E. Agadzhanyan, A. D. Arutyunyan & G. G. Adamyan

Authors
  1. Ts. E. Agadzhanyan
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  2. A. D. Arutyunyan
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  3. G. G. Adamyan
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 397–400, March, 1994.

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Agadzhanyan, T.E., Arutyunyan, A.D. & Adamyan, G.G. Synthesis and conversions of polyhedral compounds 19. Opening of ring of 1,3,6-triazohomoadamantane by electrophilic reagents. Chem Heterocycl Compd 30, 349–352 (1994). https://doi.org/10.1007/BF01165704

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