Yan Haiming, Huang Zhiliang, Chen Meng, Li Cuiting, Chen Ya, Gao Meng, Lei Aiwen
National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, People's Republic of China.
Org Biomol Chem. 2017 Oct 11;15(39):8276-8279. doi: 10.1039/c7ob02036h.
By utilizing elemental sulfur as the thiolation agent and oxidant, a copper-catalyzed direct C-H bond thiolation of electron-deficient arenes was demonstrated. Various electron-deficient arenes were proved to be suitable for this transformation. Preliminary mechanistic studies indicated that this reaction underwent a radical pathway, in which the trisulfur radical anion (S˙) might play a vital role. Meanwhile, KIE experiments suggested that C-H bond cleavage was not involved in the rate-determining step.
通过使用元素硫作为硫醇化试剂和氧化剂，实现了铜催化的缺电子芳烃的直接C-H键硫醇化反应。各种缺电子芳烃被证明适用于这种转化。初步机理研究表明，该反应经历自由基途径，其中三硫自由基阴离子（S˙）可能起关键作用。同时，动力学同位素效应（KIE）实验表明，C-H键裂解不参与速率决定步骤。
