Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reaction of Epoxides. V. 1, 3-Dipolar Cycloaddition Reaction of Epoxides with Carbon-Nitrogen Double Bond Compounds
MITSURU FURUKAWAMAKOTO SUGITAYOKO KOJIMASEIGORO HAYASHI
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1974 Volume 22 Issue 7 Pages 1468-1476

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Abstract
The reaction of epoxides with several conjugated C-N double bond compounds was attempted. Aromatic aldazines were found to undergo criss-cross cycloaddition toward epoxides. On the other hand, aromatic ketazines gave the oxazolidines formed by the cycloaddition of one molecule of epoxides to one of the C-N double bond of the ketazines. Moreover, in the reaction with N, N'-bis-benzylidene-p-phenylenediamine and N, N'-p-phenylene-bis-methylidenaniline, cycloaddition of two molecules of epoxides to two C-N double bonds of these compounds occurred to give the corresponding p-phenylenebis-oxazolidines.
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© The Pharmaceutical Society of Japan
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