Organic Letters · 2020 · 35 citations · 74 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsDiversity-oriented SynthesisHeterocycle SynthesisOrganic SynthesisDiversity-oriented Heterocycle SynthesisFunctional Group ToleranceHeck ReactionHeterocycle FunctionalizationOrganozinc CouplingOxazole Synthesis
We report herein a miscellaneous oxindole synthesis bearing an all-carbon quaternary center, enabled by Pd-catalyzed intramolecular cyclization followed by multiple intermolecular Heck reactions of both easily accessible alkene-tethered carbamoyl chlorides and olefins. This protocol obviates the use of prefunctionalized olefinic reagents, exhibits excellent functional group tolerance, and features fascinating reactive versatility.
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