Reactions of Isoxazoline and Isoxazole Derivatives with Hydrazine Hydrate

摘要

The reaction of cis- or trans-dialkyl-2-isoxazoline dicarboxylate (la-d,3a-d) and dialkyl isoxazole dicarboxylate (5a-d) with hydrazine hydrate afforded the corresponding bis-(hydrazinocarbonyl)-2-isoxazoline and isoxazole derivatives (2a-b,4a-b and 6a-b) respectively. Short time reaction of di-t-butyl isoxazol dicarboxylate (5a-f) affforded the mono (hydraziocarbonyl) derivatives (7e-f) which on prolonged heating with hydrazine hydrate afforded (6a-b). On the other hand when the same reaction is conducted with dibenzoylisoxazole (8a-b) and trans-dibenzoyl-2-isoxzaoline (10a-b) the cyclized products, pyridazino isoxazole derivatives (9a-b, 11a-b), are formed.