Polyfluoro-2,3-epoxyalkanes in reactions with thiourea and thiosemicarbazide / Saloutina LV,Zapevalov AY,Kodess MI,Saloutin VI,Aleksandrov GG,Chupakhin ON // RUSSIAN JOURNAL OF ORGANIC CHEMISTRY. - 2000. - V. 36, l. 6. - P. 887-898.

ISSN/EISSN:

1070-4280 / нет данных

Type:

Article

Abstract:

Reactions of polyfluoro-2,3-epoxyalkanes with thiourea and thiosemicarbazide afforded 2-amino-4-hydroxy-4,5-di(polyfluoroalkyl)-5-fluoro-1,3-thiazolines and 2-hydrazino-4-hydroxy-4,5-di(polyfluoroalkyl)-5-fluoro-1,3-thiazolines respectively. Unsymmetrical oxiranes furnish mixtures of regioisomeric heterocyclic compounds, and the epoxy cycle is predominantly cleaved from the side of bulkier fluoroalkyl group. The reactions of E-oxiranes are stereospecific and provide 1,3-thiazolines in the E-form. The structure of compounds obtained was confirmed by IR, F-19, H-1, and C-13 NMR spectroscopy, by mass spectra and chemical transformations. E-isomers of 2-amino-4-hydroxy-4,5-bis(trifluoromethyl)-5-fluoro-1,3-thiazoline and 2-amino-5-heptafluoropropyl-4-hydroxy-4-trifluoromethyl-5-fluoro-1,3-thi azoline were subjected to X-ray diffraction analysis.

Author keywords:

PERFLUORINATED ALPHA-OXIDES

DOI:

10.1007/BF02757451

Web of Science ID:

ISI:000166138500025

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN
Publisher	MAIK NAUKA/INTERPERIODICA
Address	C/O KLUWER ACADEMIC-PLENUM PUBLISHERS, 233 SPRING ST, NEW YORK, NY 10013-1578 USA
Language	English
Keywords-Plus	PERFLUORINATED ALPHA-OXIDES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Number-of-Cited-References	17
Usage-Count-Since-2013	3
Journal-ISO	Russ. J. Organ. Chem.
Doc-Delivery-Number	387TT