芳基锍盐用于选择性的晚期三氟甲基化反应。

Department Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.

Global Chemistry, UCB Medicines, UCB Biopharma, Braine-L'Alleud, 1420, Belgium.

Angew Chem Int Ed Engl. 2019 Oct 7;58(41):14615-14619. doi: 10.1002/anie.201906672. Epub 2019 Sep 4.

Incorporation of the CF group into arenes has found increasing importance in drug discovery. Herein, we report the first photoredox-catalyzed cross-coupling of aryl thianthrenium salts with a copper-based trifluoromethyl reagent, which enables a site-selective late-stage trifluoromethylation of arenes. The reaction proceeds with broad functional group tolerance, even for complex small molecules on gram scale. The method was further extended to produce pentafluoroethylated derivatives.

在药物发现中，将 CF 基团引入芳烃的方法变得越来越重要。在此，我们报告了首例光氧化还原催化的芳基噻吨鎓盐与基于铜的三氟甲基试剂的交叉偶联反应，该反应实现了芳烃的位点选择性后期三氟甲基化。该反应具有广泛的官能团容忍性，即使对于克级规模的复杂小分子也能适用。该方法还进一步扩展到了五氟乙基化衍生物的合成中。