Practical and economic lithiations of functionalized arenes and heteroarenes using Cy2NLi in the presence of Mg, Zn or La halides in a continuous flow

被引：37
作者：
Becker, Matthias R. [1 ]
Ganiek, Maximilian A. [1 ]
Knochel, Paul [1 ]
机构：
[1] Univ Munich, Dept Chem, D-81377 Munich, Germany
来源：
CHEMICAL SCIENCE | 2015年 / 6卷 / 11期
关键词：
LITHIUM; METALATION; ORGANOLITHIUM; HETEROCYCLES; METHODOLOGY; TEMPERATURE; ARYLATION; SYSTEMS; REACTOR; AMIDES;
D O I：
10.1039/c5sc02558c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The economic amide base lithium dicyclohexylamide (Cy2NLi) allows fast and convenient (40 s, 0 degrees C) in situ trapping flow metalations of a broad range of functionalized arenes, heteroarenes and acrylate derivatives in the presence of various metal salts (ZnCl2 center dot 2LiCl, MgCl2, LaCl3 center dot 2LiCl). The resulting Zn-, Mg- or La-organometallic intermediates are trapped with various electrophiles in high yields. These flow metalations are easily scaled-up without further optimization.
引用
收藏
页码：6649 / 6653
页数：5
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