Cao Ji-Min, Zhu Wei-Chen, Liu Xin-Yu, Rao Weidong, Shen Shu-Su, Sheng Dao-Peng, Wang Shun-Yi
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science and Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123, China.
Key Laboratory of Biomass-based Green Fuels and Chemicals, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
Org Lett. 2023 Dec 29;25(51):9207-9212. doi: 10.1021/acs.orglett.3c03777. Epub 2023 Dec 19.
Sulfone compounds and thioether compounds are two highly valuable classes of compounds, but it is challenging to prepare sulfone and thioether compounds simultaneously and efficiently. Here we report that sulfides/selenides and sulfones can be obtained simultaneously using allyl bromide/benzyl bromide-activated alkyl bromides and thiosulfonates/selenosulfonates using a nickel-catalyzed reductive coupling and S2 synergistic strategy, which is characterized by excellent atom and step economy, mild reaction conditions, broad functional group compatibility, and excellent yields.
砜类化合物和硫醚类化合物是两类极具价值的化合物,但同时高效地制备砜类和硫醚类化合物具有挑战性。在此,我们报道了使用烯丙基溴/苄基溴活化的烷基溴与硫代磺酸酯/硒代磺酸酯,通过镍催化的还原偶联和S2协同策略可同时获得硫化物/硒化物和砜类化合物,该策略具有出色的原子经济性和步骤经济性、温和的反应条件、广泛的官能团兼容性以及优异的产率。