Organic Letters · 2019 · 160 citations · 32 references
Natural SciencesChemistryMedicinal ChemistryCancer PharmacologyCatalysisSynthetic Medicinal ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisCatalytic MaterialsCatalytic MechanismsNanocatalysisAnticancer ActivityCatalytic Reaction MechanismsCatalytic SynthesisChemoselective CatalysisChemoselective SynthesisNanocatalyst SynthesisPorous CatalystsPyrazine Chemistry
An efficient strategy for the synthesis of benzofuro[2,3-b]pyrazines was developed. These tricyclic scaffolds were formed through a multistep cascade sequence, which includes double insertion of isonitriles and chemoselective bicyclization. In this reaction, a nanopalladium was used as a recyclable catalyst. Product 3w exhibited excellent anticancer activity toward T-24 (IC50 = 12.5 ± 0.9 μM) and HeLa (IC50 = 14.7 ± 1.6 μM) cells. We also explored the action mechanism of 3w on T-24 cells.
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