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

Authors

  • Василий Е. Евтушок N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090 Novosibirsk State University, 1 Pirogova St., Novosibirsk 630090
  • Алексей Ю. Воробьев Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, 5 Akademika Lavrentieva Ave., Novosibirsk 630090

DOI:

https://doi.org/10.1007/4963

Keywords:

8-hydroxyquinoline, N-imines, pyrazolo[1, 5-а]quinoline, [1, 2, 4]triazolo[1, 1, 3-dipolar cycloaddition

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*

Author Biography

Алексей Ю. Воробьев, Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, 5 Akademika Lavrentieva Ave., Novosibirsk 630090

заведующий лаборатории фотокатализа НИОХ СО РАН,

с.н.с. лаборатории оптики и динамики биологических систем НГУ

vor@nioch.nsc.ru

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Published

2019-04-11

Issue

Vol. 55 No. 3 (2019)

Section

Original Papers