Chemistry of Heterocyclic Compounds

, Volume 27, Issue 6, pp 626–630 | Cite as

Diazabicycloalkanes with nitrogen atoms in the nodal positions. 21. Heteroatom-promoted lithiation of benzo[b]-1,4-diazabicyclo[2.2.2]octene and introduction of substituents into the annelated benzene ring

  • A. A. Gall'
  • A. S. Trachum
  • V. A. Romantsev
  • G. V. Shishkin


The action of n-butyllithium on benzo[b]-1,4-diazabicyclo[2.2.2]octene leads to lithiation in the 3′ position of the aromatic ring. The reaction of this lithium derivative with electrophilic reagents was used to synthesize 3′- and 3′,6′-substituted derivatives of benzo[b]-1,4-diazabicyclo[2.2.2]octene.


Nitrogen Lithium Benzene Organic Chemistry Nitrogen Atom 
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Copyright information

© Plenum Publishing Corporation 1991

Authors and Affiliations

  • A. A. Gall'
    • 1
  • A. S. Trachum
    • 1
  • V. A. Romantsev
    • 1
  • G. V. Shishkin
    • 1
  1. 1.Novosibirsk Institute of Bioorganic Chemistry, Siberian BranchAcademy of Sciences of the USSRNovosibirsk

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