Competing hole catalyzed Diels-Alder and cyclobutanation/vinylcyclobutane rearrangement paths. A mechanistic dichotomy

T Kim, RJ Pye, NL Bauld

文献索引：Kim, Taisun; Jerome Pye; Bauld, Nathan L. Journal of the American Chemical Society, 1990 , vol. 112, # 17 p. 6285 - 6290

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被引用次数: 19

摘要

Conclusion Thirty years after the discovery by Huisgen of transient nitrilimines, we have shown that these l, 3 dipolar species can be isolated at room temperature. The use of bulky substituents is necessary and push-pull effects also are important. The electrophilic substitution of diazolithium salts is a new and effective synthetic method for nitrilimines. Thermal rearrangement, under mild conditions, leads to the isomeric diazo derivatives, ...