铜催化的氧杂（氮杂）苯并降冰片二烯的非对映选择性氢硫醚化反应
Copper-catalyzed diastereoselective hydrothioetherification of oxa(aza)benzonorbornadienes.
作者信息
Lin Qifu, Yao Yongqi, Yang Wen, Tan Yun, Chen Shuqi, Chen Donghan, Yang Dingqiao
机构信息
Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, School of Chemistry, South China Normal University, Guangzhou 510006, People's Republic of China.
出版信息
Org Biomol Chem. 2020 May 13;18(18):3575-3584. doi: 10.1039/d0ob00659a.
A novel copper-catalyzed hydrothioetherification of oxa(aza)bicyclic alkenes with potassium thioacetate and aryl or alkyl iodides to synthesize unsymmetrical thioethers has been developed. Notably, the reaction with complete diastereoselectivity went through a syn-selective addition process to give exo-adducts. In addition, this protocol exhibited high efficiency and good functional group tolerance to afford the target thioethers in moderate to good yields. Based on the results of mechanistic investigations, a plausible mechanism was proposed.
已开发出一种新型的铜催化的氧杂（氮杂）双环烯烃与硫代乙酸钾以及芳基或烷基碘的氢硫醚化反应，用于合成不对称硫醚。值得注意的是，具有完全非对映选择性的反应通过顺式选择性加成过程得到外型加合物。此外，该方法具有高效率和良好的官能团耐受性，能够以中等至良好的产率得到目标硫醚。基于机理研究结果，提出了一种合理的机理。
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