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Trifluoromethanesulfonyl Hypervalent Iodonium Ylide for Copper-Catalyzed Trifluoromethylthiolation of Enamines, Indoles, and β-Keto Esters
314
Citations
48
References
2013
Year
Chemical EngineeringDesired Cf3s-substituted Productsβ-Keto EstersEngineeringTrifluoromethylthio GroupCross-coupling ReactionCopper-catalyzed TrifluoromethylthiolationFluorous SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisChemistrySitu ReductionHalogenation
A novel electrophilic-type trifluoromethylthiolation reagent, a trifluoromethanesulfonyl hypervalent iodonium ylide, was designed and reacted well with various nucleophiles to afford the desired CF3S-substituted products. In situ reduction of the trifluoromethanesulfonyl group to give the trifluoromethylthio group, which is the key step in this process, was realized in the presence of copper(I) chloride.
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