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Synthesis of pyrazolo- and [1,2,4]triazolo-[1,5-а]quinolin-9-ols by cycloaddition to 8-hydroxyquinoline N-imide

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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… Click to show full 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.

Keywords: quinolin ols; triazolo; ols cycloaddition; triazolo quinolin; synthesis pyrazolo; pyrazolo triazolo

Journal Title: Chemistry of Heterocyclic Compounds
Year Published: 2019

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