6533b826fe1ef96bd1285000
RESEARCH PRODUCT
ChemInform Abstract: Gold(I)-Catalyzed Intermolecular Oxyarylation of Alkynes: Unexpected Regiochemistry in the Alkylation of Arenes.
Gregori UjaqueKabir M. HossainMercedes Medio-simónSergi MontserratGisela ManchaAna B. CuencaGregorio AsensioAgustí Lledóssubject
inorganic chemicalschemistryConcerted reactionIntermolecular forceElectrophileStructural isomerchemistry.chemical_elementRegioselectivityGeneral MedicineAlkylationSulfurMedicinal chemistryCatalysisdescription
The reaction between acetylenes and sulfoxides, studied as a test case for gold-catalyzed intermolecular addition, provides the oxyarylation compounds 3 in good yields. Unpredictably, in all cases a single regioisomer arising from the electrophilic aromatic alkylation at the position adjacent to the sulfur atom is obtained instead of the expected Friedel−Crafts regioisomer. A new concerted mechanism based on DFT calculations is proposed to account for the products in this intermolecular gold(I)-catalyzed reaction.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-03-23 | ChemInform |