Yuan Wen-Juan, Tong Chao-Lai, Xu Xiu-Hua, Qing Feng-Ling
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Science, Chinese Academy of Science, 345 Lingling Lu, Shanghai 200032, China.
J Am Chem Soc. 2023 Nov 8;145(44):23899-23904. doi: 10.1021/jacs.3c08858. Epub 2023 Oct 25.
The first oxidative chloro- and bromodifluoromethylation of phenols with (CH)SiCFX and CuX (X = Cl or Br) in the presence of Selectfluor under mild reaction conditions was developed. This protocol provided a practical and efficient method for the synthesis of a diverse range of biologically valuable and synthetically challenging chloro- and bromodifluoromethyl aryl ethers. Preliminary mechanistic studies suggest that this reaction proceeded through a difluorocarbene-involved oxidative coupling process.
在温和的反应条件下，利用(CH)SiCFX和CuX（X = Cl或Br），在Selectfluor存在的情况下，首次实现了酚类的氧化氯代和溴代二氟甲基化反应。该方法为合成一系列具有生物价值且合成具有挑战性的氯代和溴代二氟甲基芳基醚提供了一种实用且高效的方法。初步机理研究表明，该反应是通过一个涉及二氟卡宾的氧化偶联过程进行的。
