Hubei Province Engineering and Technology Research Center for Fluorinated Pharmaceuticals, School of Pharmaceutical Sciences, Wuhan University , Wuhan 430071, P. R. China.
J Org Chem. 2018 Mar 2;83(5):2808-2817. doi: 10.1021/acs.joc.7b03261. Epub 2018 Feb 15.
A simple, convenient method for intermolecular chlorotrifluoromethylthiolation of alkenes by using a low-cost and more abundant iron catalyst has been developed. This protocol provides a straightforward way to synthesize a variety of useful SCF-containing chlorides from a wide range of alkenes, including electron-deficient, aromatic, and unactivated alkenes. Mechanistic studies indicate that this is a free radical transformation, and the stronger electrophilic trifluoromethylthiolating reagent CFSCl was generated in situ under the employed conditions. The synthetic applications of this approach were also explored by a variety of synthetically useful transformations.
一种简单、方便的方法,通过使用廉价且更丰富的铁催化剂实现了烯烃的分子间氯三氟甲硫基化。该方案为从各种烯烃(包括缺电子、芳族和非活化烯烃)合成各种有用的含 SCF 氯化合物提供了一种直接的方法。机理研究表明这是一种自由基转化,并且在采用的条件下原位生成了更强的亲电三氟甲硫基化试剂 CFSCl。该方法的合成应用也通过各种合成有用的转化进行了探索。