SYNTHESIS OF PYRAZOLO- AND [1,2,4]TRIAZOLO[1,5-a]QUINOLIN-9-OLS BY CYCLOADDITION TO 8-HYDROXYQUINOLINE N-IMIDE

Abstract

The reaction of 1-amino-8-hydroxyquinolinium mesitylenesulfonate with alkenes and alkynes containing electron-withdrawing substituents was performed in MeCN–K₂СО₃ system and gave the respective 9-hydroxypyrazolo[1,5-a]quinolines. The reaction with acetonitrile and aromatic nitriles in aqueous 2 N KОН solution gave the respective 2-substituted 9-hydroxy[1,2,4]triazolo[1,5-a]quinolines.

Authors: Vasilii E. Evtushok, Aleksey Yu. Vorob'ev*