Dong Jing-Yan, Wang Hao-Nan, Xie Yan-Qian, Zhang Cheng-Pan
School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, Wuhan 430070, China.
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
iScience. 2022 Nov 15;25(12):105566. doi: 10.1016/j.isci.2022.105566. eCollection 2022 Dec 22.
A copper-mediated trifluoromethyltelluration of arylboronic acids with [MeN][TeCF] using air as an environmental friendly oxidant is presented. The reaction proceeded smoothly under mild conditions in the presence of Cu(OTf) and bipyridine to provide the corresponding trifluoromethyltellurated products in good yields. Vinylboronic acid and arylboronic acid pinacol ester were also suitable substrates in the conversion but the yields are low. This transformation featured simplicity, good functional group tolerance, and a wide range of substrates, allowing for a convenient access to various TeCF-containing molecules, and represented the first Chan-Lam type trifluoromethyltelluration with the highly reactive [MeN][TeCF] salt.
本文报道了一种以空气作为环境友好型氧化剂,铜介导芳基硼酸与[MeN][TeCF]进行三氟甲基碲化反应的方法。在Cu(OTf)₂和联吡啶存在下,该反应在温和条件下顺利进行,能以良好的产率得到相应的三氟甲基碲化产物。乙烯基硼酸和芳基硼酸频哪醇酯在该转化反应中也是合适的底物,但产率较低。这种转化反应具有操作简单、对官能团耐受性好以及底物范围广的特点,能够方便地合成各种含TeCF的分子,并且代表了首例使用高反应活性的[MeN][TeCF]盐进行的Chan-Lam型三氟甲基碲化反应。