A convenient synthesis of trifluoromethyl ethers by oxidative desulfurization-fluorination of dithio carbonates

被引:61
作者
Kanie, K [1 ]
Tanaka, Y [1 ]
Suzuki, K [1 ]
Kuroboshi, M [1 ]
Hiyama, T [1 ]
机构
[1] Tokyo Inst Technol, Resources Utilizat Res Lab, Midori Ku, Kanagawa 2268503, Japan
关键词
D O I
10.1246/bcsj.73.471
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Trifluoromethyl ethers R-OCF3 are easily synthesized from the corresponding dithiocarbonates R-OCS2Me (R = aryl or primary alkyl) by a reagent system consisting of 70% HF/pyridine and an N-halo imide. When the reaction is applied to R-OCS2Me wherein R = secondary alkyl, tertiary alkyl, or benzylic group, fluorination leading to the corresponding alkyl fluorides R-F is achieved, whereas a combination of 50% HF/pyridine and N-bromosuccinimide affords the corresponding trifluoromethyl ethers R-OCF3 (R = secondary).
引用
收藏
页码:471 / 484
页数:14
相关论文
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