ELECTROCHEMICAL HYDROTRIFLUOROMETHYLATION OF FUMARONITRILE

被引：33

作者：

UNEYAMA, K

WATANABE, S

机构：

[1] Department of Applied Chemistry, Faculty of Engineering, Okayama University

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 12期

关键词：

D O I：

10.1021/jo00299a039

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Electrooxidation of trifluoroacetic acid in the presence of fumaronitrile (1) in an MeCN-H2O-(Pt) system provides 2-(trifluoromethyl)succinonitrile (2) in a 65% yield. The electrochemical reaction is remarkably affected by the reaction temperature. That is, at the ice-cooling temperature, a simple hydrogenation of 1 predominates, while at 50–55 °C, the desired hydrotrifluoromethylation proceeds exclusively. The anodically generated tri-fluoromethyl radicals recombine with the succinonitrile radicals produced at the cathode, leading to the formation of 2. © 1990, American Chemical Society. All rights reserved.

引用

页码：3909 / 3912

页数：4

共 24 条

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