Carboxamidation of organolithium and organomagnesium reagents by a two-step one-flask reaction. Promotion by magnesium alkoxides

CG Screttas, BR Steele

Index: Screttas, Constantinos G.; Steele, Barry R. Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 5151 - 5153

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Citation Number: 17

Abstract

The reaction is carried out without isolation of the intermediate 3, and therefore eq 3 constitutes a one-flask syn-thesis of tertiary carboxamides. In order to determine the factors influencing the yield of amide in the reaction sequence 3, the system n-BUM (M= Li, MgX, MgBu-n) and HCONMe2, with subsequent oxidation byPhCHO, has been studied in detail. The results are summarized in Table I. Entry 1 indicates that butyllithium alone fails to ...