Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P. R. China.
Org Lett. 2022 Aug 5;24(30):5519-5524. doi: 10.1021/acs.orglett.2c01915. Epub 2022 Jul 21.
β-Thiolated-α-arylated ketones are perversive in bioactive molecules and serve as potential bidentate ligands for catalysis. Herein, a straightforward protocol to access β-thiolated ketones from aldehydes, alkenes, and disulfides enabled by the combination of photocatalysis and -heterocyclic carbene catalysis is reported. The sequential radical addition to alkenes and subsequent radical-radical coupling cascade process simultaneously forge C-S and C-C bonds. The mild conditions allow for radical relay coupling with a broad functional group tolerance.
β-硫代-α-芳基酮在生物活性分子中很反常,可用作催化的潜在双齿配体。在此,我们报告了一种通过光催化和 -杂环卡宾催化相结合,从醛、烯烃和二硫化物直接制备β-硫代酮的方法。该方法通过自由基加成到烯烃上,然后进行自由基-自由基偶联级联反应,同时构建 C-S 和 C-C 键。温和的反应条件允许进行自由基接力偶联,具有广泛的官能团容忍度。