Tetrahedron

Cu-catalyzed alkylation of Grignard reagents: A new efficient procedure

G Cahiez, C Chaboche, M Jézéquel

Index: Cahiez, Gerard; Chaboche, Christophe; Jezequel, Michelle Tetrahedron, 2000 , vol. 56, # 18 p. 2733 - 2737

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Citation Number: 102

Abstract

The presence of NMP (4–9equiv.) clearly improves the yield and the chemoselectivity of the Cu-catalyzed alkylation of organomagnesium reagents. Thus, secondary and tertiary alkylmagnesium chlorides were used successfully for the first time in such a reaction and ester, amide, nitrile or keto groups are tolerated. The procedure is cheap, environmentally friendly and very easy to carry out (1–3% Li2CuCl4 or CuCl, THF, 20° C). It is an ...