Reactions of 2,3-epoxypolyfluoroalkanes with triethylamine
作者:L. V. Saloutina、M. I. Kodess、A. Ya. Zapevalov
DOI:10.1007/bf00700169
日期:1994.12
The reactions of 2,3-epoxyperfluoro- and 2,3-epoxy-ω-hydropolyfluoroalkanes with excess triethylamine at elevated temperatures yield secondary alcohols, which are the reduction products of intermediate isomeric ketones. Ring-opening occurs preferentially from the side of the less bulky trifluoromethyl group in all compounds except 2,3-epoxy-6-hydroundecafluorohexane.
It has been found that the reactions of polyfluoro-2,3-epoxyalkanes with ethylenediamine and 2-aminoethanol yield 2,3-di(polyfluoroalkyl)- 1,5,6-trihydro-1,4-diazin-2-ols and 2,3-di(polyfluoroalkyl)-5,6-dihydro-1,4-oxazin-2-ols, respectively. In the case of unsymmetrical oxiranes mixtures of regioisomeric heterocyclic compounds have been obtained. These reactions were found to give some by products-N,N'-bis(polyfluoroacyl) ethylenediamines and N-polyfluoroacyl-2-aminoethanols. (C) 1998 Elsevier Science S.A.
Chapurkin, Russian Journal of Organic Chemistry, 1996, vol. 32, # 1, p. 36 - 40