TMSCH2Li-LiDMAE:: a new nonnucleophilic reagent for C-2 lithiation of halopyridines

被引：20
|
作者：
Doudouh, Abdelatif
Gros, Philippe C.
Fort, Yves
Woltermann, Christopher
机构：
[1] FMC Corp, Lithium Div, Bessemer City, NC 28016 USA
[2] Univ Henri Poincare, CNRS, UMR 7565, F-54506 Vandoeuvre Les Nancy, France
来源：
TETRAHEDRON | 2006年 / 62卷 / 26期
关键词：
D O I：
10.1016/j.tet.2006.04.059
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new superbasic reagent has been discovered by combining TMSCHL(2)i and LiDMAE in hexane. This reagent was found highly efficient for the C-2 lithiation of sensitive chloro- and fluoropyridines. The metallation occurred chemo- and regioselectively at 0 degrees C avoiding the nucleophilic addition or substrate degradation commonly obtained with other alkyllithiums even at lower temperatures. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6166 / 6171
页数：6
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