Abstract
AbstractThe methyl/methylene group present at the 5th position of 3,5‐dialkyl‐4‐nitroisoxazoles show characteristic reactivity because of the presence of −NO2 at the 4th position in the structure. This methyl/methylene is used for the generation of carbanion that undergo Knoevenagel condensation, vinylogous nitroaldol (Henry type), Mannich and Michael addition reactions. The unsaturated systems generated by Knoevenagel condensation are used for 1,4‐ and 1,6‐Michael addition, epoxidation, aziridination, cycloaddition ([2+1], [2+2], [2+3] and [4+2]) cascade/domino/tandem and dihydroxylation reactions. This resulted into the generation of many functionalized and complex organic molecules in asymmetric and racemic forms. Along with these, the isoxazole moiety has also been used as −COOH equivalent by basic/oxidative hydrolysis. This review describes recent literature on the synthetic applications of 3,5‐dialkyl‐4‐nitroisoxazoles and their derivatives for the generation of functionalized/complex heterocyclic compounds using above mentioned type of reactions and concepts.
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