Electrolytic partial fluorination of organic compounds. Part 41: Highly selective electrolytic fluorination of dimethoxyethane, its homologues, and crown ethers

被引：20

作者：

Ishii, H ^{[1
]}

Hou, YK ^{[1
]}

Fuchigami, T ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan

来源：

TETRAHEDRON | 2000年 / 56卷 / 45期

关键词：

dimethoxyethane; anodic fluorination; monofluoroethyl ethers;

D O I：

10.1016/S0040-4020(00)00851-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The anodic fluorination of dimethyoxyethane (DME), and diethylene glycol dimethyl ether in acetonitrile containing a fluoride salt as a supporting electrolyte and a fluoride ion source using an undivided cell provided the corresponding monofluoromethyl ethers as a main product in good yields. On the other hand, anodic fluorination of crown ethers resulted in carbon-carbon bond cleavage which led to the selective production of alpha,omega -difluoro products with high yields. A carbon anode as well as a platinum anode was found to be effective for the electrolytic fluorination when Et3N . 5HF was used as the supporting electrolyte. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：8877 / 8881

页数：5

共 24 条

[1]

[Anonymous], 1991, Fluorine in Bioorganic Chemistry

[2] Electrochemical fluorination of aliphatic aldehydes and cyclic ketones using Et3N-5HF electrolyte [J].