Transformations of 4,4,5,5,6,6,7,7,7-nonafluoro-2-iodoheptyl glycidyl ether upon the action of nucleophiles and reducing agents / Bazhin D. N.,Gorbunova T. I.,Zapevalov A. Ya.,Saloutin V. I. // RUSSIAN CHEMICAL BULLETIN. - 2009. - V. 58, l. 6. - P. 1224-1227.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

Selective substitution of the iodine atom for hydrogen in 4,4,5,5,6,6,7,7,7-nonafluoro-2-iodoheptyl glycidyl ether has been performed upon the action of Bu(3)SnH/Bz(2)O(2), which led to the corresponding deiodination product in 82\% yield. The epoxide ring opening in the title substrate was observed in its reaction with methanol and acetone in the presence of a Lewis acid, as well as upon the action of thiourea, morpholine, and sodium azide. In the last two cases, the formation of secondary alcohols is accompanied by dehydroiodination.

Author keywords:

glycidyl ethers; thiiranes; azides; thiourea; oxiranes; dehydroiodination; organofluorine compounds (PERFLUOROALKYL)METHYL OXIRANES; ALCOHOLS; 2-F-ALKYLETHYLAMINES; CHEMISTRY; MONOMERS

DOI:

10.1007/s11172-009-0158-4

Web of Science ID:

ISI:000277098500017

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	(PERFLUOROALKYL)METHYL OXIRANES; ALCOHOLS; 2-F-ALKYLETHYLAMINES; CHEMISTRY; MONOMERS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	bazhin@ios.uran.ru
ResearcherID-Numbers	Bazhin, Denis/G-1933-2011 Bazhin, Denis/P-4667-2014
ORCID-Numbers	Bazhin, Denis/0000-0003-3972-6995
Number-of-Cited-References	18
Usage-Count-Since-2013	1
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	588UB