Applications of 3,5-Dialkyl-4-nitroisoxazoles and Their Derivatives in Organic Synthesis #

摘要

The 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.