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

Authors

  • Ц. E. Агаджанян A. D. Mndzhoyan Institute of Fine Organic Chemistry, Academy of Sciences of the Republic of Armenia, 375014 Yerevan
  • А. Д. Арутюнян A. D. Mndzhoyan Institute of Fine Organic Chemistry, Academy of Sciences of the Republic of Armenia, 375014 Yerevan
  • Г. Г. Адамян A. D. Mndzhoyan Institute of Fine Organic Chemistry, Academy of Sciences of the Republic of Armenia, 375014 Yerevan

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.

How to Cite
Agadzhanyan, T. E.; Arutyunyan, A. D.; Adamyan, G. G. Chem. Heterocycl. Compd. 1994, 30, 349. [Khim. Geterotsikl. Soedin. 1994, 397.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165704

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Published

1994-03-25

Issue

No. 3 (1994)

Section

Original Papers