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

Citation
G. Cahiez et al., Cu-catalyzed alkylation of Grignard reagents: A new efficient procedure, TETRAHEDRON, 56(18), 2000, pp. 2733-2737
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
18
Year of publication
2000
Pages
2733 - 2737
Database
ISI
SICI code
0040-4020(20000428)56:18<2733:CAOGRA>2.0.ZU;2-I
Abstract
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.