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1,3-cycloaddition of substituted benzonitrile oxides to aliphatic nitriles. The kinetic effect of substituents

✍ Scribed by Paolo Beltrame; Gioanna Gelli; Aldo Loi

Book ID
112127290
Publisher
Journal of Heterocyclic Chemistry
Year
1983
Tongue
English
Weight
257 KB
Volume
20
Category
Article
ISSN
0022-152X

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1,3-Dipolar Cycloaddition of Benzonitril
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## Abstract Benzonitrile oxide cycloadds to the CC bond of substituted 4,5‐dihydro‐3‐methylene‐2(3__H__)‐furanones 1a–1g. Thus, (__E__)‐1a and (__E__)‐1b are converted into the corresponding isoxazolinespirodihydrofuranones (4__RS__,5__RS__)‐2a and (4__RS__,5__RS__)‐2b, and (__E__)‐1c is converted

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## Abstract The readily available alkyl dicyanoacetates 1 reacted with the 1,3‐dipolar reagents arenecarbonitrile oxides 2′ and arenecarbonitrile imines 5′ to afford 1,2,4‐oxadiazol and 1,2,4‐triazol derivatives. The arenecarbonitrile oxides 2′ with electron‐donating groups on the arene ring gave p