Practical Electrochemical Iodination of Aromatic Compounds
Practical Electrochemical Iodination of Aromatic Compounds
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DOI：
10.1021/op800155m
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发表时间：
2008-11-01
影响因子：
3.4
通讯作者：
Yoshida, Jun-ichi
中科院分区：
文献类型：
--
作者：
Kataoka, Kazuhide;Hagiwara, Yuji;Yoshida, Jun-ichi
建立了一种实用的芳香族化合物电化学碘化方法。该方法包括以H_2SO_4为支持电解液在CH3CN中电化学氧化I-2生成I+，然后与芳香族化合物反应。在第二步反应中，以二甲氧基乙烷为助溶剂，单取代苯反应的对位/邻位选择性显著提高。在大批量反应器中，与高活性芳香族化合物的反应导致大量二碘化合物的形成。通过使用由T形微混合器和微管反应器组成的微流动系统，I+与芳香族化合物的快速1：1混合解决了这一问题。
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.