Synthesis of bicyclic isoxazoles and isoxazolines via intramolecular nitrile oxide cycloaddition

Abstract

An efficient and straight forward procedure for the syntheses of bicyclic isoxazole/isoxazoline derivatives from the corresponding dimethyl-2-(2-nitro-1-aryl/alkyl)-2-(prop-2-yn-1yl)malonates or dimethyl 2-allyl-2-(2-nitro-1-aryl/alkyl ethyl)malonate is described. High yields and simple operations are important features of this methodology. bicyclic isoxazole/isoxazolines; cycloaddition; nitrile oxide; nitroalkane; Yamaguchi reagent.