S. Buscemi et al., COPPER(II)-CATALYZED MOLECULAR-REARRANGEMENTS - THE BEHAVIOR OF ARYLHYDRAZONES OF SOME 3-BENZOYLAZOLES IN THE PRESENCE OF COPPER(II) ACETATE, Journal of the Chemical Society. Perkin transactions. I, (20), 1993, pp. 2491-2493
The reactivity of arylhydrazones of some 3-benzoylazoles (1,2,4-oxadia
zole, isoxazole and 1,2,5-oxadiazole) induced by copper(II) catalysis
has been investigated. In the 1,2,4-oxadiazole and isoxazole systems,
copper(II) acetate monohydrate in methanol effectively induces molecul
ar rearrangements of the arylhydrazones into the corresponding 1,2,3-t
riazoles, that is, without competitive oxidation processes. In the 1,2
,5-oxadiazole series, no ring transformation occurs by the action of t
he same salt, the expected rearrangement into triazole oximes being ac
hieved rather with sodium ethoxide in ethanol.