78523-84-9Relevant academic research and scientific papers
Keteimines as Intermediates to Heterocycles. Part 3. Rearrangement of 3-Iminoisoxazolines to 2-Imino-oxazolines
Sarlo, Francesco De,Guarna, Antonio,Mascagni, Paolo,Carrie, Robert,Guenot, Pierre
, p. 1367 - 1370 (2007/10/02)
N-Substituted hydroxylamines (2) add to 2-benzoyl-N,2-diphenylvinylideneamine (1) and the adducts are easily dehydrated to give the 3-iminoisoxazolines (4).Compounds (4) with 2-aryl substituents rearrange spontaneously to give the 2-imino-oxazolines (5) or (6), but the 2-methyl derivative is more stable and only rearranges on heating. 2-Imino-3-acylaziridines (8) or (9) are assumed to be the intermediates; the expected 2-imino-oxazoline (5b) was isolated among the products during an attempted synthesis of 1,3-diphenyl-2-phenylimino-3-benzoylaziridine (8b) from benzoylphenylcarbene and diphenylcarbodi-imide.
