Synthesis of oximes, conversion to nitrile oxides and their subsequent 1,3-dipolar cycloaddition reactions under microwave irradiation and solvent-free reaction conditions

Abstract

Aldoximes and ketoximes were readily synthesized from aldehydes and hydroxylamine hydrochloride on Al2O3 without solvent under microwave irradiation. At higher irradiation power, aldoximes dehydrated to nitriles and ketoximes rearranged to amides. Aldoximes reacted in a one-pot reaction with N-chlorosuccinimide and alkenes or alkynes over alumina under microwave irradiation to give isoxazolines or isoxazoles. © 1998 John Wiley & Sons, Inc. Heteroatom Chem 9:351–354, 1998