Practical Electrochemical Iodination of Aromatic Compounds

被引:37
|
作者
Kataoka, Kazuhide [2 ]
Hagiwara, Yuji [3 ]
Midorikawa, Koji [3 ]
Suga, Seiji [1 ]
Yoshida, Jun-ichi [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
[2] JST Innovat Plaza Kyoto, Kyoto 6158245, Japan
[3] Nippoh Chem Co Ltd, Technol Lab, Chiba 2980104, Japan
基金
日本科学技术振兴机构;
关键词
D O I
10.1021/op800155m
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A practical method for electrochemical iodination of aromatic compounds was developed. The method involves the generation of I+ by electrochemical oxidation of I-2 in CH3CN using H2SO4 as supporting electrolyte followed by the reaction with aromatic compounds. The para/ortho selectivity for the reaction of monosubstituted benzenes was significantly improved using dimethoxyethane as cosolvent in the second step. The reaction with highly reactive aromatic compounds led to the formation of significant amounts of diiodo compounds in a macrobatch reactor. This problem was solved by fast 1:1 mixing of I+ with an aromatic compound using a microflow system consisting of a T-shaped micromixer and a microtube reactor.
引用
收藏
页码:1130 / 1136
页数:7
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