Reactions of internal perfluoroolefin oxides with urea / Saloutina L. V.,Zapevalov A. Ya.,Saloutin V. I.,Kodess M. I.,Slepukhin P. A. // RUSSIAN JOURNAL OF ORGANIC CHEMISTRY. - 2009. - V. 45, l. 6. - P. 865-871.

ISSN/EISSN:

1070-4280 / нет данных

Type:

Article

Abstract:

Internal perfluoroolefin oxides reacted with urea to give, depending on the solvent nature, two types of new fluorine-substituted nitrogen-containing heterocycles. 1,5-Bis(perfluoroalkyl)tetraazabicyclo{[}3.3.0]octane-3,7-diones were formed in dimethyl sulfoxide, N,N-dimethylacetamide, and acetonitrile, while the reaction in dioxane resulted in the formation of unexpected products, 2-amino-5-fluoro-4,5-bis(perfluoroalkyl)-4,5-dihydrooxazol-4-ols, existing mainly as trans isomers. trans Orientation of perfluoroalkyl substituents in these compounds was determined by analysis of (19)F-(19)F spin-spin coupling constants in the (19)F NMR spectra. The molecular structure of trans-2-amino-5-fluoro-4,5-bis(trifluoromethyl)-4,5-dihydrooxazol-4-ol was studied by X-ray analysis.

Author keywords:

GLYCOLURIL

DOI:

10.1134/S1070428009060116

Web of Science ID:

ISI:000267898400011

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN
Publisher	MAIK NAUKA/INTERPERIODICA/SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013-1578 USA
Language	English
Keywords-Plus	GLYCOLURIL
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	fc403@ios.uran.ru
Funding-Acknowledgement	President of the Russian Federation {[}NSh-3758.2008.3]
Funding-Text	This study was performed under financial support by the Council for Grants at the President of the Russian Federation (program for state support of leading scientific schools, project no. NSh-3758.2008.3).
Number-of-Cited-References	18
Usage-Count-Since-2013	2
Journal-ISO	Russ. J. Organ. Chem.
Doc-Delivery-Number	469KZ