One step regioselective synthesis of 5-aminoisoxazoles from nitrile oxides and alpha-cyanoenamines.
The 1,3-dipolar cycloaddition of nitrile oxides to 1-cyanoenamines gives 5-aminoisoxazoles regioselectively. Moderate to good yields could be obtained depending on the method used to generate the nitrile oxides. The intermediate isoxazolines could not be isolated.
Saad
Amar
A
Université d'Oran Es-sénia, Laboratoire de Synthèse Organique Appliquée, Département de Chimie, Faculté des Sciences, BP 1524 El M'naouar, 31000 Oran, Algeria. saadamar@Yahoo.fr
Vaultier
Michel
M
Derdour
Aïcha
A
D000181:Acrylonitrile / Q000031:analogs & derivatives* / Q000737:chemistry; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D010087:Oxides / Q000737:chemistry*; D013237:Stereoisomerism
D007555:Isoxazoles; D010087:Oxides; D000181:Acrylonitrile