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Synthesis of substituted 3-phenyl-6h-pyrazolo[4,3-d]isoxazoles from corresponding 4-benzoyl-5-hydroxypyrazoles

✍ Scribed by Wolfgang Holzer; Katharina Hahn

Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
64 KB
Volume
40
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Treatment of 1,(3)‐(di)substituted 4‐benzoyl‐5‐hydroxypyrazoles with phosphorus oxychloride affords the corresponding 4‐benzoyl‐5‐chloropyrazoles. Reaction of the latter with hydroxylamine leads to oximes, which can be cyclized to novel 3‐phenyl‐6__H__‐pyrazolo[4,3‐d]isoxazoles by treatment with sodium hydride in dimethyl formamide. Detailed nmr spectroscopic studies (^1^H, ^13^C) with all obtained compounds are presented.

📜 SIMILAR VOLUMES

Phase Transfer Catalyzed Synthesis of 3-
Phase Transfer Catalyzed Synthesis of 3-Methyl-4H-pyrazolo[3,4-d]isoxazole from 3,5-Dimethyl-4-isoxazolyldiazonium Tetrafluoroborate.
✍ E. Rajanarendar; G. Mohan; P. Ramesh; M. Srinivas 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 17 KB 👁 1 views

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Phase transfer catalyzed synthesis of 3-
Phase transfer catalyzed synthesis of 3-methyl-4h-pyrazolo[3,4-d]isoxazole from 3,5-dimethyl-4-isoxazolyldiazonium tetrafluoroborate
✍ E. Rajanarendar; G. Mohan; P. Ramesh; M. Srinivas 📂 Article 📅 2007 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 183 KB

## Abstract magnified image Reaction of 3,5‐dimethyl‐4‐isoxazolyl‐diazonium tetrafluoroborate (**2**) with two equivalents of potassium acetate and five mole percent of 18‐crown‐6 in ethanol‐free chloroform produce 3‐methyl‐4__H__‐pyrazolo[3,4‐__d__]isoxazole (**3**) in good to excellent yield. Py