Hanamoto Takeshi
Department of Chemistry & Applied Chemistry, Saga University, Honjyo-machi 1, Saga, 840-8502, Japan.
Chem Rec. 2023 Sep;23(9):e202200270. doi: 10.1002/tcr.202200270. Epub 2023 Feb 6.
The fluorinated building block strategy and the direct fluorination strategy are of great importance for the synthesis of new fluorinated molecules. These strategies complement each other and can be combined to develop a new methodology for the construction of a wide variety of fascinating organofluorine compounds. In our opinion, the versatile building blocks used in this method should satisfy the following conditions: 1) readily prepared from commercially available reagents; 2) easy to handle; 3) storage under ordinary conditions without noticeable decomposition; 4) wide applicability. Based on the aforementioned requirements, we focused on the use of vinyl sulfonium salts. This brief review describes the synthesis of five types of fluorinated vinyl sulfonium salts and their reactions. Especially, we featured typical fluorinated groups containing trifluoromethyl (CF ), difluoromethyl (CF H), monofluoromethyl (CFH ), monofluoro (F) or β-bromotetrafluoroethyl (BrCF CF ) moieties in combination with vinyl sulfonium salts.
氟化砌块策略和直接氟化策略对于新型氟化分子的合成至关重要。这些策略相互补充,可结合起来开发一种构建各种迷人有机氟化合物的新方法。我们认为,该方法中使用的通用砌块应满足以下条件:1)易于由市售试剂制备;2)易于操作;3)在普通条件下储存无明显分解;4)适用性广。基于上述要求,我们专注于乙烯基锍盐的使用。本简要综述描述了五种氟化乙烯基锍盐的合成及其反应。特别是,我们重点介绍了含有三氟甲基(CF₃)、二氟甲基(CF₂H)、一氟甲基(CFH₂)、单氟(F)或β-溴四氟乙基(BrCF₂CF₂)部分的典型氟化基团与乙烯基锍盐的组合。