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
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.