Novel Method for Soluble‐Polymer‐Supported Synthesis of 3,4,5‐Trisubstituted Isoxazoles

Abstract

A practical and efficient liquid‐phase synthesis of 3,4,5‐trisubstituted isoxazoles using poly(ethylene glycol) as supported is described. Soluble‐polymer‐supported nitrile oxide generated in situ reacted with chalcones to afford polymer‐supported isoxazolines, which were cleaved by sodium methoxide to generate 3,4,5‐trisubstituted isoxazoles instead of 3,4,5‐trisubstituted isoxazolines. This sequential process provided a novel method to synthesize 3,4,5‐trisubstituted isoxazoles.

Keywords:

• dehydrogenation
• isoxazoles
• isoxazolines
• poly(ethylene glycol)

Acknowledgments

This work was financially supported by the Key Scientific Research Foundation of Anhui Science and Technology Department (04022006) and the Natural Science Foundation of Education Administration of Anhui Province (2006kj117B).