Reaction of 3-(polyfluoroacyl)chromones with hydrazines: new regioselective synthesis of R-F-containing pyrazoles / Sosnovskikh V. Ya.,Irgashev R. A.,Moshkin V. S.,Kodess M. I. // RUSSIAN CHEMICAL BULLETIN. - 2008. - V. 57, l. 10. - P. 2146-2155.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

Reactions of 3-(polyfluoroacyl)chromones with hydrazine, methyl-and phenylhydrazines proceed by the mechanism of nucleophilic 1,4-addition with subsequent pyrone ring opening and heterocyclization at the polyfluoroacyl group to 4-(2-hydroxyaroyl)-3-polyfluoro-alkylpyrazoles or at the aroyl group to 4-polyfluoroalkyl-2,4-dihydrochromeno{[}4,3-c]pyrazol-4-ols. Regiochemistry of the products was established based on the data of 2D-experiments HSQC, HMBC, and NOESY and X-ray diffraction study.

Author keywords:

3-(polyfluoroacyl)chromones; hydrazines; R-F-containing pyrazoles; hydrazones; nucleophilic 1,4-addition; heterocyclization; X-ray diffraction study DERIVATIVES; HYDROXYLAMINE; 2-POLYFLUOROALKYLCHROMONES; 3-(POLYHALOACYL)CHROMONES; 3-FORMYLCHROMONE; TRIFLUOROMETHYL; CHEMISTRY; ACETATE; AMINES

DOI:

10.1007/s11172-008-0291-5

Web of Science ID:

ISI:000270586500015

Соавторы в МНС:

Другие поля

Поле	Значение
Month	OCT
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	DERIVATIVES; HYDROXYLAMINE; 2-POLYFLUOROALKYLCHROMONES; 3-(POLYHALOACYL)CHROMONES; 3-FORMYLCHROMONE; TRIFLUOROMETHYL; CHEMISTRY; ACETATE; AMINES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	Vyacheslav.Sosnovshikh@usu.ru
ResearcherID-Numbers	Moshkin, Vladimir/E-6623-2017 Irgashev, Roman/E-5077-2017
ORCID-Numbers	Irgashev, Roman/0000-0002-8428-1748
Funding-Acknowledgement	Russian Foundation for Basic Research {[}06-03-32388]
Funding-Text	This work was financially supported by the Russian Foundation for Basic Research (Project No. 06-03-32388).
Number-of-Cited-References	26
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	4
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	504AZ