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Gas phase thermal isomerization of 4-acetyl−5-methyl-isoxazole

✍ Scribed by Jorge Daniel Perez; Daniel A. Wunderlin

Publisher
John Wiley and Sons
Year
1986
Tongue
English
Weight
324 KB
Volume
18
Category
Article
ISSN
0538-8066

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✦ Synopsis

The gas phase thermal isomerization of 4-acetyl-5-methyl-isoxazole affords 3-cyano-2,4-pentanedione as the only product in good agreement with previous proposed isomerization mechanism for isoxazoles. On the other hand, kinetic parameters and MO theoretical calculations do not agree with those previously reported. An alternative reaction mechanism which explains this fact is discussed.

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## 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