Diazabicycloalkanes with nitrogen atoms in nodal positions. 13. Reactions of benzo[b]-1,4-diazabicyclo[2.2.2]octene with electrophiles

The reactions of electrophiles with benzo[b]-1,4-diazabicyclo[2.2.2]octene have been examined. Electrophilic substitution is found to take place in the aromatic ring under severe conditions, in the case of halogenation giving high yields. The structures of the electrophilic substitution products indicate that the heteroatoms have a m-directing influence.For Communication 12, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1239–1245, September, 1986.