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Phase transfer catalyzed synthesis of 3-methyl-4h-pyrazolo[3,4-d]isoxazole from 3,5-dimethyl-4-isoxazolyldiazonium tetrafluoroborate

✍ Scribed by E. Rajanarendar; G. Mohan; P. Ramesh; M. Srinivas

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
183 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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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. Pyrazole (3) was subjected to acylation/aroylation to afford the corresponding 4‐N‐acetyl/aroyl derivatives by reaction with CH~3~COCl/ArCOCl in Et~3~N.

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