An expeditious synthesis of [1,2]isoxazolidin-5-ones and [1,2]oxazin-6-ones from functional allyl bromide derivatives.
Reaction of allyl bromide (Z)-1 and (Z)-2 with N-substituted hydroxylamine hydrochlorides in presence of tert-butoxide in tert-butanol at reflux provides a short and effective route to [1,2]isoxazolidin-5-ones 3 and [1,2]oxazin-6-ones 4.
Beltaïef
Imen
I
Laboratoire de Chimie Organique et Organométallique, Université de Tunis El Manar, Faculté des Sciences, Campus Universitaire 2092-Tunis, Tunisia.
Arfaoui
Aïcha
A
Amri
Hassen
H
D000498:Allyl Compounds / Q000737:chemistry*; D000440:Butanols / Q000737:chemistry; D006898:Hydroxylamines / Q000737:chemistry; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry
D000498:Allyl Compounds; D000440:Butanols; D006898:Hydroxylamines; D007555:Isoxazoles; D010078:Oxazines; C050431:allyl bromide