Reactions Proceeding with Cleavage of the Isoxazole Ring

Reactions Proceeding with Cleavage of the Isoxazole Ring 

Reactions of isoxazole derivatives that take place with the cleavage of the heterocyclic nucleus are as characteristic in this series as the substitution reactions. They are due to the cleavage of the bond 

Sokolov and I. Ya. Postov skii, Zhur. Obshchei Khirn. 30, 1781 (1960). 

0—in the heterocycle and occur extremely readily by the action of nucleophiles and reducing agents. 

As already noted, the lability of the isoxazole nucleus toward the action of nucleophilic agents distinguishes this heterocyclic system from those of other azoles and of pyridine. The conditions which lead to ring opening, and the products of ring cleavage are quite varied and depend on the position and the nature of substituents, although it is invariably the N—0 bond which is broken. 

The Opening of the Isoxazole Ring by the Action of Nucleophilic Agents 

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V. Reactions Proceeding with Cleavage of the Isoxazole Ring. , 397... 

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