STUDY OF THE BROMINATION OF 1,5-DINITRO-3-AZABICYCLO[3.3.1]NON-6-ENES

Authors

  • И. В. Шахкельдян L. N. Tolstoy Tula State Pedagogical University, Tula 300026
  • Ю. М. Атрощенко L. N. Tolstoy Tula State Pedagogical University, Tula 300026
  • Н. К. Мелехина L. N. Tolstoy Tula State Pedagogical University, Tula 300026
  • И. Е. Якунина L. N. Tolstoy Tula State Pedagogical University, Tula 300026
  • К. И. Кобраков A. N. Kosygin Moscow State Textile University, Moscow 117419
  • А. Н. Шумский N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913

DOI:

https://doi.org/10.1007/7087

Keywords:

3-azabicyclo[3.3.1]non-6-enes, homo- and heteronuclear correlation spectroscopy, halogenation

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-aza-
bicyclo[3.3.1]non-6-enes containing substituents at the double bond, molecular complexes of halogen with the substrate were obtained. 

How to Cite
Shakhkeldyan, I. V.; Atroshchenko, Yu. M.; Melekhina, N. K.; Yakunina, I. E.; Kobrakov, K. I.; Shumsky, A. N..  Chem. Heterocycl. Compd. 2008, 44, 690. [Khim. Geterotsikl. Soedin. 2008, 862.]

For this article in the English edition see DOI 10.1007/s10593-008-0107-4


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Published

2022-09-29

Issue

No. 6 (2008)

Section

Original Papers