FLP-Catalyzed Monoselective C-F Functionalization in Polyfluorocarbons at Geminal or Distal Sites
FLP-Catalyzed Monoselective C-F Functionalization in Polyfluorocarbons at Geminal or Distal Sites
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DOI：
10.1021/acs.orglett.1c00346
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发表时间：
2021-02-24
期刊：
影响因子：
5.2
通讯作者：
Young, Rowan D.
中科院分区：
文献类型：
--
作者：
Gupta, Richa;Mandal, Dipendu;Young, Rowan D.
我们报告了在一系列具有等同的孪位和远端C-F位置的脂肪族多氟碳化合物中的受挫的刘易斯对（FLP）催化的单选择性C-F活化。该方法可应用于芳族、醚、硫醚和烷基支撑的氟甲基。我们扩大了与单选择性C-F活化一起工作的FLP碱基伴侣的范围，以包括硫化物。活化的产物随后可以通过S（N）2取代、光氧化还原-烷基化和Suzuki偶联来官能化。
We report frustrated Lewis pair (FLP)-catalyzed monoselective C-F activation in a range of aliphatic polyfluorocarbons with equivalent geminal and distal C-F positions. This methodology can be applied to aromatic-, ether-, thioether-, and alkyl-supported fluoromethyl groups. We expand the range of FLP base partners that work with monoselective C-F activation to include sulfide. The activated products can be subsequently functionalized via S(N)2 substitutions, photoredox-alkylations, and Suzuki couplings.