A Convenient Synthesis of 5-Aryl-6-trifluoromethyl-3,6-dihydro-2H-1,3,4-oxadiazines. A Silica Gel Catalyzed Novel Cyclization Reaction

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Abstract
Arenecarbaldehyde dimethylhydrazones were successfully acylated by trifluoroacetic anhydride to afford trifluoroacetylated hydrazones 2. Several 5-Aryl-6-trifluoromethyl-3,6-dihydro-2H-1,3,4-oxadiazines 3 were synthesized in good yields by novel cyclization of 2, thus obtained, using silica gel as an effective catalyst. Hydrolytic ring cleavage of 3 afforded α-hydroxyketones 5 bearing the trifluoromethyl group in high yields.

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