The Journal of Organic Chemistry · 2009 · 184 citations · 30 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCross-coupling ReactionsHeterocyclic ChemistryOrganic SynthesisAryl Halide CouplingCross-coupling CatalysisStereoselective Cross-couplingThiol ChemistryTransition-metal-catalyzed Cross-coupling
Indium-catalyzed C-S cross-coupling of aromatic and alkane thiols with aryl halides proceeds smoothly in the presence of In(OTf)(3) (10 mol %), TMEDA (20 mol %), and KOH as a base in DMSO at 135 degrees C. When this protocol was utilized, a variety of thiols could be cross-coupled with aryl halides to afford the corresponding aryl sulfides in good to excellent yields.
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