European Journal of Organic Chemistry · 2014 · 102 citations · 63 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryMigratory InsertionRetrosynthetic AnalysisCarbene Insertion ReactionsCarbene IntermediatesMigratory Insertion MechanismMild Reaction Conditions
Abstract A strategy to introduce the SCF 3 group through the Cu I ‐promoted reaction of diazo compounds with the nucleophilic AgSCF 3 trifluoromethylthiolation reagent was developed. Various diazo compounds were smoothly converted under mild conditions to form the C(sp 3 )–SCF 3 bond. Mechanistically, migratory insertion of SCF 3 ‐bearing Cu carbene intermediates is involved in this transformation.
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