Reactions of 5-amino-1,2-azoles with aromatic and heterocyclic o-chloroaldehydes: [1+1] versus [2+1] cyclocondensation

5-Amino-1,2-azoles react with aromatic and heterocyclic aldehydes, having reactive halogen in ortho-position, and yield pyrazolo[3,4-b;2,3-b]quinolines, bispyrazolo[3,4-b;4′,3′-e]pyridines and their heterocyclic analogs, respectively as [1+1] or [2+1] condensation products. The fluorescent properties of the synthesized compounds are discussed.