title: "Base effect" in the auto-tandem palladium-catalyzed synthesis of amino-substituted 1-methyl-1H-α-carbolines.
abstract: An auto-tandem Pd-catalyzed process consisting of an intramolecular direct arylation and an intermolecular Buchwald-Hartwig reaction for C-ring amino-substituted 1-methyl-1H-α-carboline synthesis has been developed. A mechanistic study of the direct arylation reaction revealed a rate effect of the inorganic base on the C-H activation step ("base effect"). The amines, reagents in the tandem protocol, appear to have a similar effect on the direct arylation.
authors: Organic Synthesis, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, B-2020 Antwerp, Belgium.
authors: Ashok K
authors: AK
authors: Yadav
authors: Stefan
authors: S
authors: Verbeeck
authors: Steven
authors: S
authors: Hostyn
authors: Philippe
authors: P
authors: Franck
authors: Sergey
authors: S
authors: Sergeyev
authors: Bert U W
authors: BU
authors: Maes
mesh_terms: D000588:Amines / Q000737:chemistry*; D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007202:Indicators and Reagents; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D002243:Carbolines; D007202:Indicators and Reagents; D010165:Palladium