Base Induced Chemical Conversion of 3-Carbamoyl-2-isoxazolines

Abstract

3-Carbamoyl-2-isoxazolines, prepared by cycloaddition of functionalized nitrile oxide, serve as masked 3-unsubstituted isoxazolines to afford 2-isoxazoline-3-carboxylic acid, β-cyanoalcohol, α,β-unsaturated nitrile, and α,β-unsaturated amide upon heating in the alkaline solution. The present reaction is also applicable to synthesis of 3,4-difunctionalized isoxazoles and β-hydroxy-γ-lactone.