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Updated: May 28, 2025

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Synthesis of Thioethers via Nickel-Catalyzed Cross-Coupling of Aryl Halides with Ketene Dithioacetal
Baolong Xu1, Shaowen Ling1, Shuaichen Zheng1
1School of Chemistry and Chemical Engineering, Shandong University of Technology, 266 West Xincun Road, Zibo, Shandong 255049, P. R. China.
Abstract:
Herein, we present a nickel-catalyzed C-S cross-coupling between aryl halides and ketene dithioacetals under "base-free" conditions without an exogenous ligand. By employing easily available ketene dithioacetals as sulfide donors, this reaction affords a broad range of unsymmetrical alkyl-aryl sulfides without using odorous and toxic thiols. The newly developed catalytic methodology features an excellent functional group tolerance, wide substrate scope, and diverse downstream synthesis. Preliminary mechanism investigations reveal that a Ni(I)/Ni(III) catalytic cycle might be involved.
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