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Palladium-catalyzed transformation of cyclobutanone O-benzoyloximes to nitriles via CC bond cleavage

T Nishimura, Y Nishiguchi, Y Maeda…

文献索引:Nishimura, Takahiro; Nishiguchi, Yoshiki; Maeda, Yasunari; Uemura, Sakae Journal of Organic Chemistry, 2004 , vol. 69, # 16 p. 5342 - 5347

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被引用次数: 40

摘要

Palladium-catalyzed transformation of cyclobutanone O-benzoyloximes to a variety of nitriles is described. The reaction may proceed via two important steps, that is,(i) oxidative addition of the NO bond of oximes to Pd (0) to give a cyclobutylideneaminopalladium (II) species and (ii) β-carbon elimination of this species to afford a reactive alkylpalladium species. The kind of products is very dependent on the nature of substituents on the cyclobutane ring. The ...