Beckmann rearrangement of 3-phenyl-2-isoxazolines
β Scribed by G. Cainelli; S. Morrocchi; A. Quilico
- Publisher
- Elsevier Science
- Year
- 1963
- Tongue
- French
- Weight
- 274 KB
- Volume
- 4
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
2-Isoxazolines may be regarded as cyclic ethers of S-ketol oximes, although ring I is remarkably stable towards hydrolytic agents. Since it is known that oxime ethers may undergo the Beckmaan rearrangement, it was considered probable that under suitable conditions 2-isoxazolines should also give this reaction. 3_Phenyl-2-isoxazolines II, easily available by addition of ben-2 zonitrile oxide on ethylenic derivatives were used for this investigation.
π SIMILAR VOLUMES
Treatment of 4-aroyloxy-3-bromomethyl-and 4-aroyloxy-3-aroyloxymethyl-2-isoxazolines with NaHCO 3 in DMF at 120Β°C gave 3-aroyloxymethylisoxazoles in moderate to good yields. A concerted mechanism is proposed to explain the formation of the rearrangement products.
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Ii-aryl-isoxasoline-3-ones rearrange quantitatively to N-aryl-oxazoline-2-ones when heated to about 15.0'.
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.