Synthesis of 2,3-bis(perfluoroalkyl)quinoxalines and 2,3-bis(perfluoroalkyl)-1,4-benzoxazines from oxides of internal perfluoroolefins / Saloutina LV,Zapevalov AY,Saloutin VI,Kodess MI,Kirichenko VE,Pervova MG,Chupakhin ON // JOURNAL OF FLUORINE CHEMISTRY. - 2005. - V. 126, l. 6. - P. 976-983.

ISSN/EISSN:

0022-1139 / нет данных

Type:

Article

Abstract:

The reactions of oxides of internal trans-, cis-perfluoroolefins with o-phenylenediamine and 2-aminophenol in dioxane gave 2,3-bis(perfluoroalkyl)quinoxalines and 2,3-bis(perfluoroalkyl)-2H-1,4-benzoxazin-2-ols respectively in yields of 23-67\%. When N,N-dimethylacetamide was used as a solvent an anionic isomerization of the oxides into ketones, which further yielded 2-(perfluoroalkyl)benzimidazoles in the case of o-phenylenediamine and 2-hydroxy-N-perfluoroalkanoylanilines in the case of 2-aminophenol, became the main path of these reactions. Unusual cyclization resulting in 2-pentafluoroethyl-2-pentafluoropropanoylbenzoxazolidine occurs on interaction between dodecafluoro-3,4-epoxyhexane and 2-aminophenol in N,N-dimethylacetamide. (C) 2005 Elsevier B.V. All rights reserved.

Author keywords:

oxides of internal perfluoroolefins; O-phenylenediamine; 2-aminophenol; 2,3-bis(perfluoroalkyl)quinoxalines; 2,3-bis(perfluoroalkyl)-1,4-benzoxazines; 2-(perfluoroalkyl)benzimidazoles; 2-hydroxy-N-per

DOI:

10.1016/j.jfluchem.2005.05.001

Web of Science ID:

ISI:000230574500016

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN
Publisher	ELSEVIER SCIENCE SA
Address	PO BOX 564, 1001 LAUSANNE, SWITZERLAND
Language	English
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Chemistry, Organic
Author-Email	fc403@ios.uran.ru
Number-of-Cited-References	19
Usage-Count-Since-2013	2
Journal-ISO	J. Fluor. Chem.
Doc-Delivery-Number	946LU