Addition of grignard reagents to aryl acid chlorides: an efficient synthesis of aryl ketones.
[chemical reaction: see text]. Direct addition of Grignard reagents to acid chlorides in the presence of bis[2-(N,N-dimethylamino)ethyl] ether proceeds selectively to provide aryl ketones in high yields. A possible tridentate interaction between Grignard reagents and bis[2-(N,N-dimethylamino)ethyl] ether moderates the reactivity of Grignard reagents, preventing the newly formed ketones from nucleophilic addition by Grignard reagents.
Wang
Xiao-jun
XJ
Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, USA. xwang@rdg.boehringer-ingelheim.com
Zhang
Li
L
Sun
Xiufeng
X
Xu
Yibo
Y
Krishnamurthy
Dhileepkumar
D
Senanayake
Chris H
CH