Säurekatalysierte Umlagerung von Allyl??cyclohexadienon??tosyl??hydrazonen: Beispiel einer Dienimin??Anilin??Umlagerung

HJ Hansen, H Schmid

Index: Schmid,M. et al. Helvetica Chimica Acta, 1971 , vol. 54, p. 937 - 951

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Citation Number: 3

Abstract

Abstract The tosylhydrazones of 4-allyl-and 4-crotyl-4-methyl-cyclohexa-2, 5-dien-l-one (14 and 15) rearrange in the presence of acid to yield the corresponding 2-allyl-and 2-α- methylallyl-hydrazines 17 and 18, respectively. A similar behaviour is shown by the tosylhydrazone of 2-allyl-2-methyl-cyclohexa-3, 5-dien-1-one (16). 16 could not be isolated. The observed acidcatalysed [3 s, 3 s]-sigmatropic rearrangement of the tosylhydrazones ...