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Oxidation of arylacetylhydrazones of carbonyl compounds with lead tetraacetate
Authors:J. Stephanidou-Stephanatou  S. Lefkopoulou
Abstract:Oxidation of the title compounds 8, 9 with lead tetraacetate at room temperature gives a variety of products depending on the substituents on the carbonyl carbon atom. Thus, on oxidation of the aldehyde derivatives 8 1,3,4-oxadiazolo derivatives 10 are obtained in good yields. However in some cases formation of N-acetyl-N-arylacetyl-N′-benzoylhydrazines 11 is also observed, whereas oxidation of the ketone hydrazones 9 gives in good yields the 2H,5H-1,3,4-oxadiazoles 15 or substituted monoacetoxy- 17 and diacetoxyalkanes 18 . The reaction mechanisms are also discussed.
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