The thermal rearrangement of n-aryl-isoxazoline-3-ones
✍ Scribed by André R. Gagneux; Richard Göschke
- Publisher
- Elsevier Science
- Year
- 1966
- Tongue
- French
- Weight
- 139 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Ii-aryl-isoxasoline-3-ones rearrange quantitatively to N-aryl-oxazoline-2-ones when heated to about 15.0'.
📜 SIMILAR VOLUMES
## Abstract Utilizing the spiro[adamantane‐Δ^4^‐isoxazoline] precursor 10, a key 2‐acylaziridine intermediate (11) has been isolated, thus providing conclusive evidence that an initial ring contraction may be considered to be the first step of the Δ^4^‐isoxazoline‐pyrrole rearrangement.
We found that on boiling in high-boiling solvents, 2-amino-5-aryl-4,5-dihydro-2-aminofurans rearrange with the formation of amides of cyanocyclopropanecarboxylic acids.
## Abstract Heating the title quinoxalinones such as (I) and (III) with sulfur in DMF results in a rearrangement accompanied by elimination of the acyl groups.