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Efficient regioselective synthesis of 4- and 5-substituted isoxazoles under thermal and microwave conditions

✍ Scribed by Jamal Lasri; Suman Mukhopadhyay; M. Adflia Januário Charmier; M. Adflia Januário Charmier

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
374 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The [2+3] cycloaddition reaction between nitrile oxides 2 and the captodative olefins 1 or the methyl crotonate derivatives 4 is regioselective and leads to the formation of the 5‐substituted amino‐isoxazole 3 or the 4‐substituted methoxycarbonyl‐isoxazole 5 derivatives, respectively. All these reactions are greatly accelerated by microwave irradiation without changing their regioselectivity with respect to the thermal conditions.

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