Reactions of epoxides derived from internal perfluoroolefins with o-phenylenediamine and 2-aminophenol / Saloutina LV,Zapevalov AY,Saloutin VI,Kodess MI,Kirichenko VE,Pervova MG,Chupakhin ON // RUSSIAN JOURNAL OF ORGANIC CHEMISTRY. - 2006. - V. 42, l. 4. - P. 558-566.

ISSN/EISSN:

1070-4280 / нет данных

Type:

Article

Abstract:

The reactions of epoxy derivatives of internal perfluoroolefins with o-phenylenediamine and 2-aminophenol in dioxane gave 23-67\% of the corresponding 2,3-bis(perfluoroalkyl)quinoxalines and 2,3-bis(perfluoroalkyl)-2H-1,4-benzoxazin-2-ols, respectively. When N,N-dimethylacetamide was used as a solvent, the main reaction pathway was anionic isomerization of epoxides into ketones which were then converted into 2-perfluoroalkylbenzimidazoles (in the reactions with o-phenylenediamine) or 2-hydroxy-N-perfluoroalkanoyl-anilines (in the reactions with 2-aminophenol). The reaction of 3,4-epoxydodecafluorohexane with 2-aminophenol in N,N-dimethylacetamide was accompanied by unusual cyclization to afford 2-pentafluoropropanoyl-2pentafluoroethyl-1,3-benzoxazolidine.

Author keywords:

OXIDES

DOI:

10.1134/S1070428006040130

Web of Science ID:

ISI:000237725200013

Соавторы в МНС:

Другие поля

Поле	Значение
Month	APR
Publisher	MAIK NAUKA/INTERPERIODICA/SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013-1578 USA
Language	English
Keywords-Plus	OXIDES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	fc403@ios.uran.ru
Number-of-Cited-References	14
Usage-Count-Since-2013	3
Journal-ISO	Russ. J. Organ. Chem.
Doc-Delivery-Number	045EK