Simultaneous Preparation of Sulfides/Selenides and Sulfones via Synergistic Nickel-Catalyzed Reductive Coupling and SN2 Reaction
Ji-Min Cao1,2, Wei-Chen Zhu1,2, Xin-Yu Liu,1,2 Weidong Rao3, Shu-Su Shen4, Dao-peng Sheng5,6, Shun-Yi Wang1,2*(汪顺义)
1Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China
2Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, 215123,China
3Key Laboratory of Biomass-based Green Fuels and Chemicals, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China
4School of Environmental Science and Engineering, Suzhou University of Science and Technology, Suzhou 215009, P. R. China
5State Key Laboratory of Radiation Medicine and Protection, School for Radiologicaland Interdisciplinary Sciences(RAD-X) and Collaborative Innovation Center of Radiation Medicine of Jiangsu Higher Education Institutions, Soochow University, Suzhou, Jiangsu 215123, China
Org. Lett.2023, 25, 51, 9207–9212
Abstract: 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 SN2 synergistic strategy, which is characterized by excellent atom and step economy, mild reaction conditions, broad functional group compatibility, and excellent yields.
链接: //pubs.acs.org/doi/10.1021/acs.orglett.3c03777