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Pd-Catalyzed Cyclization of 1-Allyl-2-indolecarboxamides by Intramolecular Amidation of Unactivated Ethylenic Bond
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2005
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Cross-coupling ReactionEngineeringHeterocyclicIntramolecular PdPd-catalyzed CyclizationOrganic ChemistryAmide GroupOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryUnactivated Ethylenic BondHeterocycle ChemistryIntramolecular AmidationAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringDomino Process
The intramolecular Pd(II)-mediated cyclization of 1-allyl-2-indolecarboxamides leads to pyrazino[1,2-a]indoles through the conversion of the olefinic C-H bond into a C-N bond by reaction with an amide group. When operating on the allylamide, a domino process was observed with a double C-H functionalization.