Reaction of 3, 4-bis (ethoxycarbonyl)-1, 2, 5-oxadiazole 2-oxide with olefins

T Shimizu, Y Hayashi, K Teramura

Index: Shimizu, Tomio; Hayashi, Yoshiyuki; Teramura, Kazuhiro Journal of Organic Chemistry, 1983 , vol. 48, # 18 p. 3053 - 3058

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Citation Number: 20

Abstract

Extensive studies have been carried out on the syntheses and the reaction of 1, 2, boxadiazole 2-oxides (furoxans).'While it is known that furoxans are relatively stable compounds, three types of reaction with olefins can occur under relatively drastic conditions (Scheme I). Some sterically hindered furoxans2 are decomposed thermally to 2 mol of nitrile oxides, which undergo 1, 3-dipolar cycloaddition with olefins (CC bond fission of the ...