DABCO‐promoted Diaryl Thioether Formation by Metal‐catalyzed Coupling of Sodium Sulfinates and Aryl Iodides

• DOI: 10.1002/adsc.202000221
• Publication Date: 2020-03-25T03:14:38Z
• Authors: Yanpeng Liu; Long Yin Lam; Jiqing Ye; Nicolas Blanchard; Cong Ma
• Keywords: DABCO; Thioether; Coupling reaction

Abstract A scalable catalytic synthesis method using commodity chemicals for constructing diaryl thioethers directly from sodium arylsulfinates and iodoarenes is reported in this study. In the presence of CuO or other copper salts such as Cu(OAc) 2 well palladium catalysts, DABCO demonstrated to be essential promote transformation. Various aryl sulfinates were examined viability method. The mechanistic study showed that radical reactions occurred, while N ‐oxide can observed by mass spectrometry. plausible mechanism involving also discussed, suggesting synergistic reduction sulfinate Cu(II) key step coupling reaction. magnified image