The presence of NMP (4-9 equiv.) clearly improves the yield and the chemose
lectivity 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 e
asy to carry out (1-3% Li2CuCl4 or CuCl, THF, 20 degrees C). It is an inter
esting alternative to the classical alkylation of organocuprates reagents.
(C) 2000 Published by Elsevier Science Ltd.