Facile synthesis of α-fluoroalkyl sulfides under the oxidative desulfurization-fluorination conditions

被引:20
|
作者
Furuta, S [1 ]
Kuroboshi, M [1 ]
Hiyama, T [1 ]
机构
[1] Tokyo Inst Technol, Resources Utilizat Res Lab, Midori Ku, Yokohama, Kanagawa 2268503, Japan
关键词
D O I
10.1246/bcsj.71.2687
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Upon treatment with n-Bu4NH2F3 and 1,3-dibromo-5, 5-dimethylhydantoin, various organic sulfides underwent a Pummerer-type rearrangement, followed by fluorination, to give alpha-fluoro sulfides. The fluoro-Pummerer rearrangement, when applied to RCH(SMe)CF2SMe, gave trifluoro sulfides RCF(SMe)CF2SMe. When an HF-pyridine reagent was used as the fluorinating agent, an oxidative desulfurization-fluorination reaction occurred depending on the structure of the substrates.
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页码:2687 / 2694
页数:8
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