Polyfluoroalkylated 1,3-thiazolines: synthesis from polyfluoro-2,3-epoxyalkanes / Saloutina LV,Zapevalov AY,Kodess MI,Saloutin VI,Aleksandrov GG,Chupakhin ON // JOURNAL OF FLUORINE CHEMISTRY. - 2000. - V. 104, l. 2. - P. 155-165.

ISSN/EISSN:

0022-1139 / нет данных

Type:

Article

Abstract:

The interaction of polyfluoro-2,3-epoxyalkanes with thiourea and thiosemicarbazide results in 2-amino-5-fluoro-4-hydroxy-4,5di(polyfluoroalkyl)-1,3-thiazolines and 5-fluoro-2-hydrazino-4-hydroxy-4,5-di(polyfluoroalkyl)-1,3-thiazolines, respectively. Asymmetric oxiranes yield mixtures of regioisomers, and the ring opening has been found to occur mainly near the bulkier fluoroalkyl group. The reaction with thiourea proceeds stereospecifically in dimethyl sulfoxide. The molecular structure of E-isomers of 2-amino-5-fluoro-4-hydroxy-4,5-bis(trifluoromethyl)-1,3-thiazoline and 2-amino-5-fluoro-5-heptafluoropropyl-4-hydroxy-4-trifluoromethyl-1,3-thi azoline has been established by X-ray crystallography. (C) 2000 Elsevier Science S.A. All rights reserved.

Author keywords:

polyfluoro-2,3-epoxyalkanes; thiourea; thiosemicarbazide; polyfluoroalkylated 1,3-thiazolines PERFLUORINATED ALPHA-OXIDES

DOI:

10.1016/S0022-1139(00)00217-7

Web of Science ID:

ISI:000087895400004

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUL
Publisher	ELSEVIER SCIENCE SA
Address	PO BOX 564, 1001 LAUSANNE, SWITZERLAND
Language	English
Keywords-Plus	PERFLUORINATED ALPHA-OXIDES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Chemistry, Organic
Author-Email	saloutin@ios.uran.ru
Number-of-Cited-References	14
Usage-Count-Since-2013	2
Journal-ISO	J. Fluor. Chem.
Doc-Delivery-Number	329FC