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Reaction of benzo[b]quinuclidine with electrophilic reagents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Bromination of benzo[b]quinuclidine yields its perbromide and a molecular complex with bromine, while nitration and chlorosulfonation form 7-nitro- and 7-chlorosulfobenzo[b]-quinuclidines. The results of electrophilic substitution attest to the absence in benzo[b]-quinuclidine of a mesomeric interaction between the free electron pair of nitrogen and the π electrons of the benzene ring.

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Literature cited

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Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Institute of Pharmaceutical Chemistry, Moscow

    E. E. Mikhlina, A. D. Yanina, L. M. Alekseeva, K. F. Turchin, Yu. N. Sheinker, L. N. Yakhontov, R. F. Dyuk, A. J. Richard & A. R. Katritzky

  2. Chemistry Faculty, East Anglian University, Norwich, Great Britain

    E. E. Mikhlina, A. D. Yanina, L. M. Alekseeva, K. F. Turchin, Yu. N. Sheinker, L. N. Yakhontov, R. F. Dyuk, A. J. Richard & A. R. Katritzky

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  1. E. E. Mikhlina
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  2. A. D. Yanina
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  3. L. M. Alekseeva
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  4. K. F. Turchin
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  5. Yu. N. Sheinker
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  6. L. N. Yakhontov
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  7. R. F. Dyuk
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  8. A. J. Richard
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  9. A. R. Katritzky
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 385–388, March, 1971.

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Mikhlina, E.E., Yanina, A.D., Alekseeva, L.M. et al. Reaction of benzo[b]quinuclidine with electrophilic reagents. Chem Heterocycl Compd 7, 355–358 (1971). https://doi.org/10.1007/BF00944422

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  • DOI: https://doi.org/10.1007/BF00944422

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