State Key Laboratory and Institute of Elemento-Organic Chemistry, Haihe Laboratory of Sustainable Chemical Transformations, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin 300071, China.
J Am Chem Soc. 2022 Aug 17;144(32):14463-14470. doi: 10.1021/jacs.2c06776. Epub 2022 Aug 1.
Herein, we report a method for C3-selective C-H tri- and difluoromethylthiolation of pyridines. The method relies on borane-catalyzed pyridine hydroboration for generation of nucleophilic dihydropyridines; these intermediates react with trifluoromethylthio and difluoromethylthio electrophiles to form functionalized dihydropyridines, which then undergo oxidative aromatization. The method can be used for late-stage functionalization of pyridine drugs for the generation of new drug candidates.
在此，我们报告了一种 C3 选择性 C-H 三氟甲基和二氟甲基硫代化吡啶的方法。该方法依赖于硼烷催化的吡啶硼氢化反应来生成亲核二氢吡啶；这些中间体与三氟甲基硫代和二氟甲基硫代亲电试剂反应形成官能化的二氢吡啶，然后进行氧化芳构化。该方法可用于吡啶类药物的后期功能化，以生成新的候选药物。
