Organic Letters · 2023 · 16 citations · 26 references
PharmacyChemistryMedicinal ChemistryDrug DesignDrug DiscoverySynthetic Medicinal ChemistryLate-stage FunctionalizationSafer Chemical SynthesisBiaryl FunctionalizationDecarboxylative CouplingDecarboxylative Cross-couplingEarly Drug DiscoveryFunctional Group ToleranceLate-stage Functionalization Via Cross-couplingMedicinal Chemistry ApplicationsSubstrate Scope
We developed a Pd-catalyzed decarboxylative cross-coupling of zinc polyfluorobenzoates, which were used as precursors for producing zinc reagents in situ, with aryl bromides and nonaflates, providing a mild and efficient pathway for the synthesis of polyfluorinated biaryls. This protocol exhibits a broad substrate scope and excellent functional tolerance. Moreover, the versatility of this approach was demonstrated by the straightforward late-stage modification of drugs, biologically active molecules, and pesticides, indicating its potential significance in drug discovery.
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Synthesis of Biaryls via Catalytic Decarboxylative Coupling
Lukas J. Gooßen, Guo‐Jun Deng, Laura M. Levy · Science · 2006 · 946 citations
Transition metal-catalyzed decarboxylative cross-coupling reactions
Rui Shang, Lei Liu · Science China Chemistry · 2011 · 458 citations