Synthesis of 3-vinylisoxazole by a nitrile oxide cycloaddition/Diels–Alder cycloreversion pathway
Abstract
3-Vinylisoxazole is prepared by a sequence involving cycloaddition of acrylonitrile oxide, generated by dehydration of 1-nitropropene, to norbornadiene followed by Diels–Alder cycloreversion of the resulting 2-isoxazoline under flash vacuum pyrolysis conditions.