Uranium metallacycle [cyclic][(Me3Si) 2N] 2UCH2SiMe2NSiMe3: a mild reagent for the synthesis of methyl ketones from nitriles

A Dormond, A Elbouadili, C Moise

Index: Dormond, Alain; Elbouadili, Abdelaziz; Moise, Claude Journal of Organic Chemistry, 1989 , vol. 54, # 15 p. 3747 - 3748

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Citation Number: 15

Abstract

The reaction of nitriles with Grignard reagents is a widely applicable synthetic route to ketimines, which by facile hydrolysis give ketones. However, this reaction suffers some limitations. With aliphatic nitriles, a serious complication arises due to the acidity of the a- hydrogen atom. If strongly basic solvents are used, they compete with the nitrile in formation of an organomagnesium complex. If organolithium reagents are used instead of Grignard ...