Synthesis of perfluoro- and 2-trifluoromethylpentafluoro-dihydrofurans and their epoxy derivatives / Filyakova TI,Kodess MI,Zapevalov AY,Saloutin VI // RUSSIAN JOURNAL OF ORGANIC CHEMISTRY. - 2003. - V. 39, l. 7. - P. 1010-1015.

ISSN/EISSN:

1070-4280 / нет данных

Type:

Article

Abstract:

Perfluorotetrahydrofuran-2-carboxylic acid was converted through a series of transformations into perfluoro-2,3-dihydrofuran and perfluoro-2,5-dihydrofuran; likewise, from (2-perfluorotetrahydrofuryl)difluoroacetic acid 2-trifluoromethylpentafluoro-2,3-dihydrofuran was obtained. Perfluoro-2,3-dihydrofuran and 2-trifluoromethylpentafluoro-2,3-dihydrofuran underwent isomerization into perfluoro-2,5-dihydrofuran and 2-trifluoromethylpentafluoro-2,5-dihydrofuran by the action of cesium fluoride. Treatment of perfluoro-2,5-dihydrofuran with SbF5 resulted in ring opening and formation of cis-perfluoro-2-butenoyl fluoride, while 2-trifluoromethylpentafluoro-2,3-dihydrofuran was converted into 2-trifluoromethylpentafluoro-2,5-dihydrofuran under the same conditions. Perfluoro-3,4-epoxytetrahydrofuran and 2-trifluoromethyl-3,4-epoxypenta-fluorotetrahydrofuran containing fused oxirane and tetrahydrofuran rings were synthesized by reactions of perfluoro-2,5-dihydrofuran and 2-trifluoromethylpentafluoro-2,5-dihydrofuran, respectively, with sodium hypochlorite.

Author keywords:

HIGHLY FLUORINATED HETEROCYCLES; OXOLANS

DOI:

10.1023/B:RUJO.0000003194.1342

Web of Science ID:

ISI:000186587000019

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUL
Publisher	MAIK NAUKA/INTERPERIODICA
Address	C/O KLUWER ACADEMIC-PLENUM PUBLISHERS, 233 SPRING ST, NEW YORK, NY 10013-1578 USA
Language	English
Keywords-Plus	HIGHLY FLUORINATED HETEROCYCLES; OXOLANS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	saloutin@ios.uran.ru
Number-of-Cited-References	11
Usage-Count-Since-2013	1
Journal-ISO	Russ. J. Organ. Chem.
Doc-Delivery-Number	743RH