A Robust Pd-Catalyzed C-S Cross-Coupling Process Enabled by Ball-Milling

Org Lett. 2020 Oct 2;22(19):7433-7438. doi: 10.1021/acs.orglett.0c02418. Epub 2020 Sep 17.

Abstract

An operationally simple mechanochemical C-S coupling of aryl halides with thiols has been developed. The reaction process operates under benchtop conditions without the requirement for a (dry) solvent, an inert atmosphere, or catalyst preactivation. The reaction is finished within 3 h. The reaction is demonstrated across a broad range of substrates; the inclusion of zinc metal has been found to be critical in some instances, especially for coupling of alkyl thiols.