A convenient synthesis of trifluoromethyl ethers by oxidative desulfurization-fluorination of dithio carbonates
A convenient synthesis of trifluoromethyl ethers by oxidative desulfurization-fluorination of dithio carbonates
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DOI：
10.1246/bcsj.73.471
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发表时间：
2000-02-01
影响因子：
4
通讯作者：
Hiyama, T
中科院分区：
文献类型：
--
作者：
Kanie, K;Tanaka, Y;Hiyama, T
以相应的二硫代碳酸酯R-OCS2Me(R=芳基或伯烷)为原料，在含70%HF/吡啶和N-卤代亚胺的试剂体系中，很容易合成三氟甲基醚R-OCF3。当反应应用于R-OCS2Me，其中R=仲烷基基、叔烷基基或苄基基时，实现了氟化导致相应的烷基氟化物R-F，而50%的HF/吡啶和N-溴代丁二酰亚胺的组合得到了相应的三氟甲基醚R-OCF3(R=二次)。
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).