三苯基膦介导的CF3SO2Na脱氧还原及其在芳基碘化物三氟甲硫基化反应中的应用。
Triphenylphosphine-Mediated Deoxygenative Reduction of CF3 SO2 Na and Its Application for Trifluoromethylthiolation of Aryl Iodides.
作者信息
Yang Yi, Xu Long, Yu Siqi, Liu Xiaoqiang, Zhang Yu, Vicic David A
机构信息
Key Laboratory of Green Catalysis of Higher Education Institutes of Sichuan, School of Chemistry and Pharmaceutical Engineering, Sichuan University of Science and Engineering, 180 Xueyuan Street, Huixing Lu, Zigong, Sichuan, 643000, P.R. China.
Department of Chemistry, Lehigh University, 6 E. Packer Ave., Bethlehem, PA, 18015, USA.
出版信息
Chemistry. 2016 Jan 18;22(3):858-63. doi: 10.1002/chem.201504790. Epub 2015 Dec 21.
We report herein a practical method for taming Langlois' reagent CF3 SO2 Na to generate CuSCF3 by a triphenylphospine-mediated deoxygenative reduction process. This chemistry highlights a novel utilization of the inherent CF3 S skeleton of Langlois' reagent as a CF3 S feedstock under mild conditions. The CuSCF3 intermediate generated by this protocol can react with a wide array of supporting ligands to furnish several air-stable [LCu(SCF3 )] complexes as valuable trifluoromethylthiolating agents. In addition, the CuSCF3 intermediate can be directly employed for the trifluoromethylthiolation of (hetero)aryl iodides with operational simplicity and atomic efficiency.
我们在此报告一种实用方法，通过三苯基膦介导的脱氧还原过程来驯化朗格卢瓦试剂CF₃SO₂Na以生成CuSCF₃。这种化学方法突出了在温和条件下将朗格卢瓦试剂固有的CF₃S骨架作为CF₃S原料的新用途。通过该方案生成的CuSCF₃中间体可与多种支持配体反应，以提供几种空气稳定的[LCu(SCF₃)]配合物作为有价值的三氟甲硫基化试剂。此外，CuSCF₃中间体可直接用于（杂）芳基碘化物的三氟甲硫基化反应，操作简便且原子利用率高。
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