Synthesis of <i>N</i>-Glycosyl-2-oxindoles by Pd-Catalyzed N-Arylation of 1-Amidosugars
Boris Letribot, Wafa Redjdal, Belkacem Benmerad, Franck Le Bideau, Mouâd Alami, Samir Messaoudi
Abstract
An efficient intramolecular Pd-catalyzed N-arylation of o-iodo-amidosugars for the synthesis of N-glycosylated oxindoles has been reported. The coupling reaction takes place in toluene and involves Pd(OAc)2/RuPhos catalytic systems in the presence of K2CO3. This versatile approach was extended successfully to the synthesis of other N-glycosylated heterocycles.
Topics & Concepts
ChemistryCatalysisGlycosylIntramolecular forceGlycosylationTolueneCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryBiochemistryCarbohydrate Chemistry and SynthesisChemical Synthesis and AnalysisClick Chemistry and Applications