Sun Hui, Cui Guannan, Shang Huijian, Cui Bin
College of Chemistry and Pharmaceutical Engineering, Hebei University of Science and Technology, Shijiazhuang 050018, People's Republic of China.
J Org Chem. 2020 Dec 4;85(23):15241-15255. doi: 10.1021/acs.joc.0c02086. Epub 2020 Nov 17.
A free-radical halotrifluoromethylation of olefins by using Mn(OAc)·2HO, CFSONa, and perhalogenated carboxylic acids has been achieved. Perhalogenated carboxylic acids act as a halogen source and CFSONa acts as a CF source. The reaction displayed good tolerance of functional groups in the substrates under mild conditions. The radical clock experiment and TEMPO inhibition experiment support a radical process. The halogen reagent competition experiment shows that the last step of halogenation process is mainly through a halogen abstraction mechanism.
通过使用醋酸锰（II）二水合物、三氟甲磺酸钠和全卤代羧酸实现了烯烃的自由基三氟甲基卤化反应。全卤代羧酸作为卤素源，三氟甲磺酸钠作为CF源。该反应在温和条件下对底物中的官能团表现出良好的耐受性。自由基钟实验和TEMPO抑制实验支持自由基过程。卤素试剂竞争实验表明卤化过程的最后一步主要通过卤素夺取机理进行。
