Nickel-Catalyzed Direct Cross-Coupling of Diaryl Sulfoxide with Aryl Bromide

• DOI: 10.1021/acs.joc.2c01513
• Publication Date: 2022-08-12T06:02:45Z
• Authors: Wen-Xin Li; Bo-Wen Yang; Xuan Ying; Zhuo-Wen Zhang; Xue-Qiang Chu; Xiaocong Zhou; Mengtao Ma; Zhi-Liang Shen
• Keywords: 01 natural sciences; 7. Clean energy; 0104 chemical sciences

The direct cross-couplings of diaryl sulfoxides with aryl bromides via C-S bond cleavage could be readily accomplished using nickel(II) as the catalyst, 1,2-bis(diphenylphosphino)ethane (dppe) as the ligand, and magnesium turnings as the reducing metal in THF, leading to the corresponding biaryls in moderate to good yields. The reaction exhibited a broad substrate scope and could be applied to a gram-scale synthesis. The "one-pot" reaction, which avoids the utility of presynthesized and moisture-labile organometallic compounds, is operationally simple and step-economic.