The Journal of Organic Chemistry

Reactions of Perfluoroalkyl Nitriles. VII. Perfluoroacyl Amidoximes and 3, 5-Bis (perfluoroalkyl)-1, 2, 4-oxadiazoles1

HC Brown, CR Wetzel

Index: Brown,H.C.; Wetzel,C.R. Journal of Organic Chemistry, 1965 , vol. 30, p. 3734 - 3738

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Citation Number: 19

Abstract

Perfluoroacyl amidoximes, RFC (= NOH) NHZ, where RF is CF3, C2F8, CsF,, or CVFIS, were prepared by the addition of hydroxylamine to the corresponding perfluoroalkyl nitrile. Acylation by perfluoroacyl chlorides produced stable 0-perfluoroacyl perfluoroacyl amidoximes, RFC (NH~)= N--OC (= O) RF; these compounds were cyclized by dehydration with phosphorus pentoxide to give 3, 5-bis (perfluoroalkyl)-1, 2, 4-oxadiazoles. Acylation ...