Nitro-Substituted Aryl Lithium Compounds in Microreactor Synthesis: Switch between Kinetic and Thermodynamic Control

被引：116
作者：
Nagaki, Aiichiro [1 ]
Kim, Heejin [1 ]
Yoshida, Jun-ichi [1 ]
机构：
[1] Kyoto Univ, Grad Sch Engn, Dept Synthet & Biol Chem, Nishikyo Ku, Kyoto 6158510, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 43期
关键词：
arenes; kinetic control; lithiation; microreactors; thermodynamic control; ORGANIC-SYNTHESIS; FLASH CHEMISTRY; GENERATION; REAGENTS; NITROARENES; MAGNESIUM; BROMIDE; HALIDES; REACTOR;
D O I：
10.1002/anie.200904316
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Be quick or take your time, depending on your goal: A microflow method for the generation and transformation of o-, m-, and p-nitro-substituted aryl lithium compounds enabled the selective use of either the kinetically or the thermodynamically preferred intermediate. In the example pictured, a residence time of 0.06 s at -48 °C led to the formation of 1, whereas 2 was obtained exclusively when the residence time was extended to 63 s. © 2009 Wiley-VCH Verlag.
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页码：8063 / 8065
页数：3
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