Studies on isoxazole and pyrazole formation by the reaction of trifluoromethyl-substituted anilines with oxime and hydrazone dianions
✍ Scribed by Lucjan Strekowski; Shou-Yuan Lin
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 211 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
5‐(2‐Aminophenyl)isoxazoles are obtained in good yields by the reaction of 2‐(trifluoromethyl)aniline with dilithio derivatives of oximes of acetone, 3‐pentanone, propiophenone, and cyclohexanone. An analogous synthesis of a substituted isoxazole from 4‐(trifluoromethyl)aniline and 3‐pentanone oxime and the synthesis of a substituted pyrazole from 2‐(trifluoromethyl)aniline and 3‐pentanone hydrazone are less efficient.
📜 SIMILAR VOLUMES
## Abstract The 1__H__‐pyrazole‐3‐carboxylic acid **2**, obtained from the furan‐2,3‐dione **1** and __N__‐Benzylidene‐__N__'‐(3‐nitrophenyl) hydrazine, was converted via reactions of its acid chloride **3** with various alcohols or N‐nucleo‐philes into the corresponding ester or amide derivatives