Electrolytic partial fluorination of organic compounds. Part 29. Anodic mono- and difluorination of 2-benzoxazolyl sulfides

被引：16

作者：

Dawood, KM ^{[1
]}

Higashiya, S ^{[1
]}

Hou, Y ^{[1
]}

Fuchigami, T ^{[1
]}

机构：

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

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1999年 / 93卷 / 02期

关键词：

selective anodic fluorination; benzoxazolyl sulfides; fluoride salt; dimethoxyethane;

D O I：

10.1016/S0022-1139(98)00292-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Anodic fluorination of 2-benzoxazolyl sulfides using various fluoride salts and dimethoxyethane as a supporting electrolyte and a solvent, respectively, resulted in the formation of the corresponding mono- and difluorinated products in reasonable yields. The monofluorination took place selectively at the position alpha to the sulfur atom while the difluorination resulted at both the alpha-position and the benzene ring while the expected alpha,alpha-difluorination did not take place at all. Moreover, anodic fluorination of the electrolytic solvent, DME, which has never been reported so far, was also observed as a side-reaction and this fluorination was further confirmed by carrying out anodic fluorination of DME itself in the absence of a substrate sulfide. (C) 1999 Elsevier Science S.A. All rights reserved.

引用

页码：159 / 164

页数：6

共 27 条

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