A Robust Pd-Catalyzed C–S Cross-Coupling Process Enabled by Ball-Milling
Andrew C. Jones, William I. Nicholson, Harry R. Smallman, Duncan L. Browne
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.
Topics & Concepts
ChemistryCatalysisBall millCoupling (piping)Ball (mathematics)PalladiumProcess (computing)Chemical engineeringMetallurgyOrganic chemistryComputer scienceMaterials scienceMathematicsMathematical analysisEngineeringOperating systemSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsOrganoselenium and organotellurium chemistry