Reactions of 3-acetyl- and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarins with substituted hydrazines / Shcherbakov K. V.,Burgart Ya. V.,Saloutin V. I. // RUSSIAN CHEMICAL BULLETIN. - 2009. - V. 58, l. 6. - P. 1270-1275.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

3-Acetyl- and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarins react with methyl- and phenylhydrazines giving either condensation products at the acyl substituent, i.e., 5,6,7,8-tetrafluoro-3-(1-hydrazino)ethylidenebenzopyran-2,4-diones, or recyclization products, i.e., 6,7,8-trifluoro-5-hydroxybenzopyrano{[}2,3-c]pyrazol-4-ones, depending on nucleophilicity of the diamine and the nature of the solvent used. In the reaction with phenylhydrazine, the formation of 1-phenyl-3H-pyrazol-3-one derivative is also possible, and in the reaction with methylhydrazine, the formation of 7-methylhydrazinobenzopyrano{[}2,3-c]pyrazolone, too.

Author keywords:

3-acyl-4-hydroxycoumarins; hydrazines; alpha-pyrone ring opening; recyclization; selectivity N-NUCLEOPHILES; DERIVATIVES; 4-HYDROXY-5,6,7,8-TETRAFLUOROCOUMARIN

DOI:

10.1007/s11172-009-0166-4

Web of Science ID:

ISI:000277098500025

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	N-NUCLEOPHILES; DERIVATIVES; 4-HYDROXY-5,6,7,8-TETRAFLUOROCOUMARIN
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	specialk@mail.ru
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410
Funding-Acknowledgement	Russian Foundation for Basic Research {[}09-03-002742]; Council on Grants of the President of the Russian Federation {[}NSh 3758.2008.3]
Funding-Text	This work was financially supported by the Russian Foundation for Basic Research (Project No. 09-03-002742) and Council on Grants of the President of the Russian Federation (Program for the State Support of Leading Scientific Schools, Grant NSh 3758.2008.3).
Number-of-Cited-References	18
Usage-Count-Since-2013	3
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	588UB