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Rhodium(III)‐Catalyzed Direct C7‐Selective Alkenylation and Alkylation of Indoles with Maleimides
23
Citations
51
References
2021
Year
EngineeringDirect C7‐selective AlkenylationOrganic ChemistryPeptide ScienceChemistryMedicinal ChemistryOrganometallic CatalysisDeuteration StudiesCross-coupling ReactionDerivativesBiochemistryDiversity-oriented SynthesisCatalysisA VersatileEnantioselective SynthesisBiomolecular EngineeringNatural SciencesMagnified ImageSynthetic Chemistry
Abstract A versatile and efficient method for the coupling of maleimides and indoles at the C7‐position has been established under Rh(III) catalysis. The present protocol was compatible with various functional groups, diverse 3‐(indol‐7‐yl)maleimides and 3‐(indol‐7‐yl)succinimides were obtained in moderate to excellent yields by switching reaction conditions. Moreover, this method further highlights the unique practical application for the conjugation with pharmaceutically useful compounds and amino acid derivatives. To explore the mechanism of this transformation, deuteration studies and control experiments have been carried out. magnified image
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