EtAlCl2-promoted defluorinative thiolation of α-trifluoromethyl alkenes

Xin Guo , Guoliang Pu , Long Xiao , Jiarui Liang , Hang Zhang , Yu Chen , Yang Huang , Qiuli Yao , Chun-Yang He
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Abstract

Here, we report a EtAlCl2-promoted thiolation of trifluoromethyl alkenes, which leads to the complete substitution of all three fluorine atoms and affords trisubstituted products. Although the transformation proceeds through a three-step sequence, it maintains high efficiency and delivers the target product in good to excellent yields. Mechanistic studies indicate that the reaction initially forms a gem-difluoroalkene intermediate. The newly introduced thioether group then activates the remaining C–F bonds, thereby facilitating subsequent substitution to afford the trisubstituted products.

Abstract Image

EtAlCl2促进α-三氟甲基烯烃的脱氟硫代化
在这里,我们报告了乙烷cl2促进三氟甲基烯烃的硫基化,导致所有三个氟原子完全取代并提供三取代产物。虽然转化过程通过三个步骤进行,但它保持了高效率,并以良好到优异的产量交付目标产品。机理研究表明,该反应最初形成宝石-二氟烯烃中间体。然后,新引入的硫醚基团激活剩余的C-F键,从而促进随后的取代,得到三取代产物。
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CiteScore
7.80
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