Organic Letters · 2014 · 149 citations · 49 references
Natural SciencesChemistryOrganic ChemistryOrganometallic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsHeterocycle SynthesisOrganic SynthesisReaction MechanismsAlkyne Coupling ReactionsArylation ReactionsReaction Coupling
An unprecedented three-component coupling reaction of arynes, α-bromo carbonyl compounds, and DMSO triggered by insertion of arynes into the S═O bond of DMSO has been developed. The reaction can generate a wide range of multisubstituted aryl methyl thioethers in good yields, wherein DMSO serves as both methylthiolation reagent and oxygen source.
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The use of arynes in organic synthesis
Hélène Pellissier, Maurice Santelli · Tetrahedron · 2003 · 537 citations