Versatile and chemoselective synthesis of fluorinated methyl ethers from methoxymethyl ethers
Versatile and chemoselective synthesis of fluorinated methyl ethers from methoxymethyl ethers
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从甲氧基甲基醚多功能化学选择性合成氟化甲基醚
DOI：
10.1016/j.jfluchem.2017.07.007
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发表时间：
2017
期刊：
影响因子：
--
通讯作者：
Fujioka Hiromichi
中科院分区：
文献类型：
--
作者：
Ohta Reiya;Kuboki Yuichi;Yoshikawa Yuki;Koutani Yasuyuki;Maegawa Tomohiro;Fujioka Hiromichi
已经开发了一种通用的和化学选择性的路线，用于通过衍生自甲氧基甲基醚的吡啶鎓型盐中间体合成脂肪族氟化甲基醚（ROCH 2 RF），特别是单氟甲基醚（ROCH 2F）和三氟甲硫基甲基醚（ROCH 2SCF 3）。在吡啶鎓盐中加入氟源（F-或SCF 3-），在温和的条件下以良好的产率得到相应的氟化甲基醚。值得注意的是，单氟甲基醚的合成仅在5分钟内进行。
A versatile and chemoselective route has been developed for the synthesis of aliphatic fluorinated methyl ethers (ROCH2RF), specifically monofluoromethyl ethers (ROCH2F) and trifluoromethylthiomethyl ethers (ROCH2SCF3), through pyridinium-type salt intermediates derived from methoxymethyl (MOM) ethers. The addition of a fluorine source (F−or SCF3−) to the pyridinium-type salts afforded the corresponding fluorinated methyl ethers in good yields under mild conditions. Notably, the synthesis of monofluoromethyl ethers proceeded within just 5 min.