ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 36, Number 3
JKCSEZ 36(3)
June 20, 1992 

3-Aryl-3-bromopropanoyl chloride in either ether or carbon tetrachloride reacted with 2 equiv. of hydroxylamine in the absence of trimethylsilyl chloride at ambient temperature to give directly 2,5-diarylisoxazolidin-3-ones in good yields. However, when 3-benzylhydroxylamine at 0℃, N-benzyl-3-bromo-3-phenylpropanohydroxamic acid (72%) and N-benzyl-C-phenylnitrone (12%) were obtained. On the contrary, 3-phenylisoxazolidin-5-one (41%) and 2-benzyl-S-phenyl-isoxzolidin-3-one (38%) were obtained when 3 equiv. of benzylhydroxylamine was used under the same conditions.