醛腙的碳-氢三氟甲硫基化反应
C-H Trifluoromethylthiolation of aldehyde hydrazones.
作者信息
Levet Victor, Ramesh Balu, Wang Congyang, Besset Tatiana
机构信息
INSA Rouen Normandie, Univ Rouen Normandie, CNRS, Normandie Univ, COBRA UMR 6014, INC3M FR 3038, F-76000 Rouen, France.
Beijing National Laboratory for Molecular Sciences CAS key Laboratory of Molecular Recognition and Function CAS Research/Education Center for Excellence in Molecular Sciences Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
出版信息
Beilstein J Org Chem. 2024 Nov 12;20:2883-2890. doi: 10.3762/bjoc.20.242. eCollection 2024.
The selective C-H trifluoromethylthiolation of aldehyde hydrazones afforded interesting fluorinated building blocks, which could be used as a synthetic platform. Starting from readily available (hetero)aromatic and aliphatic hydrazones, the formation of a C-SCF bond was achieved under oxidative and mild reaction conditions in the presence of the readily available AgSCF salt via a one-pot sequential process (28 examples, up to 91% yield). Mechanistic investigations revealed that AgSCF was the active species in the transformation.
醛腙的选择性C-H三氟甲硫基化反应提供了有趣的氟化结构单元，这些结构单元可用作合成平台。从容易获得的（杂）芳族和脂肪族腙开始，在易得的AgSCF盐存在下，通过一锅连续过程，在氧化和温和的反应条件下实现了C-SCF键的形成（28个例子，产率高达91%）。机理研究表明，AgSCF是转化过程中的活性物种。
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