The Journal of Organic Chemistry · 2023 · 11 citations · 46 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCarbonyl ChemistryCross-coupling ReactionsOrganic SynthesisC - C Coupling ReactionsC - H Bond FunctionalizationCleavageFunctional Group ToleranceOxidant ChemistryReactivitySelective Bond CleavageSelective Functional Group Transformation
An efficient and selective transformation of 2,2,2-trifluoroethyl carbonyls into ureas/amides with amines is reported. This protocol allows the selective cleavage of the C–C bond of 2,2,2-trifluoroethyl carbonyls under transition metal-free and oxidant-free conditions, which is in contrast to the analogous C–F or C–CF 3 bond functionalization. This reaction reveals the unexplored reactivity of 2,2,2-trifluoroethyl carbonyls and exhibits a broad substrate range and good functional group tolerance.
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