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Intramolecular carbene-type 1,1-cycloaddition by nitrile imines

✍ Scribed by Luisa Garanti; Aristide Vigevani; Gaetano Zecchi


Publisher
Elsevier Science
Year
1976
Tongue
French
Weight
124 KB
Volume
17
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


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A synthetic route to the title ring system is described, which starts from isatoic anhydride and allylamines, and involves as the key step an intramolecular nitrile imine cycloaddition. The simultaneous formation of two new rings, often accompanied by a high degree of regio-and stereo-selectivity, m

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