Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow.

Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow.
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DOI:
10.1039/c5sc02558c
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发表时间:
2015-11-01
期刊:
影响因子:
8.4
通讯作者:
Knochel P
Knochel P
中科院分区:
化学1区
文献类型:
--
作者:
Becker MR;Ganiek MA;Knochel P

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经济的酰胺基二环己基氨基锂(Cy 2NLi)在各种金属盐的存在下经历广泛的官能化芳族化合物的快速(40 s)和方便(0 °C)的原位捕集流动金属化。经济的酰胺基二环己基酰胺锂(Cy 2NLi)允许在各种金属盐(ZnCl 2·2LiCl、MgCl 2、LaCl 3·2LiCl)存在下快速方便地(40 s,0 °C)原位捕集流动金属化各种官能化芳烃、杂芳烃和丙烯酸酯衍生物。所得的Zn-、Mg-或La-有机金属中间体被各种亲电试剂以高产率捕获。这些流动金属化很容易扩大规模,无需进一步优化。
The economic amide base lithium dicyclohexylamide (Cy2NLi) undergoes fast (40 s) and convenient (0 °C) in situ trapping flow metalations of a broad range of functionalized aromatics in the presence of various metal salts. The economic amide base lithium dicyclohexylamide (Cy2NLi) allows fast and convenient (40 s, 0 °C) in situ trapping flow metalations of a broad range of functionalized arenes, heteroarenes and acrylate derivatives in the presence of various metal salts (ZnCl2·2LiCl, MgCl2, LaCl3·2LiCl). 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.
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