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Microwave-assisted Ullmann-Buchwald C-S bond formation using a copper(I) catalyst and trans-cyclohexane-1,2-diol as ligand
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2012
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Chemical EngineeringEngineeringOrganic ChemistryMicrowave IrradiationCatalysisAryl HalideChemistryOrganometallic CatalysisMicrowave SynthesisAlkyl Thiol
Microwave irradiation of a thiophenol or alkyl thiol (1 equiv.)and an aryl halide (1 equiv.) in 2propanol at 120 °C for three hours in the presence of K2CO3 (2 equiv.)as base using copper(I) iodide as catalyst (5 mol%) and trans-cyclohexane-1,2-diol (2 equiv.)as ligand provides a rapid and convenient method for C-S bond formation.The process is most efficient using thiophenol and aryl iodide precursors, both of which may contain electron-donating and electronwithdrawing groups, to give the corresponding diaryl sulfide in good to excellent yield.