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

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

Journal

Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353

Output data

Year: 2019, Volume: 55, Number: 3, Pages: 229-234 Pages count : 6 DOI: 10.1007/s10593-019-02446-0

Tags

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

Authors

Evtushok Vasilii E. ¹ , Vorob'ev Aleksey Yu. ^2,3

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, Boreskov Inst Catalysis, 5 Akad Lavrentieva Ave, Novosibirsk 630090, Russia
2	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, 9 Akad Lavrentieva Ave, Novosibirsk 630090, Russia
3	(Данные Web of science) Novosibirsk State Univ, 1 Pirogova St, Novosibirsk 630090, Russia

The reaction of 1-amino-8-hydroxyquinolinium mesitylenesulfonate with alkenes and alkynes containing electron-withdrawing substituents was performed in MeCN-K2C?(3) system and gave the respective 9-hydroxypyrazolo[1,5-a]quinolines. The reaction with acetonitrile\ and aromatic nitriles in aqueous 2 N K?H solution gave the respective 2-substituted 9-hydroxy[1,2,4]triazolo[1,5-a]quinolines.

Evtushok V.E. , Vorob'ev A.Y.
Synthesis of pyrazolo- and [1,2,4]triazolo-[1,5-a]quinolin-9-ols by cycloaddition to 8-hydroxyquinoline N-imide
Chemistry of Heterocyclic Compounds. 2019. V.55. N3. P.229-234. DOI: 10.1007/s10593-019-02446-0 WOS Scopus РИНЦ

Published print:	Mar 1, 2019
Published online:	Apr 23, 2019

Web of science	WOS:000467059700008
Scopus	2-s2.0-85065392502
Elibrary	38690645
OpenAlex	W2940826130