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American Chemical Society, Organic Letters, 5(15), p. 1060-1063, 2013

DOI: 10.1021/ol400064r

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"Base effect" in the auto-tandem palladium-catalyzed synthesis of amino-substituted 1-methyl-1H- α -carbolines

Journal article published in 2013 by Ashok K. Yadav, Stefan Verbeeck, Steven Hostyn, Philippe Franck ORCID, Sergey Sergeyev, Bert U. W. Maes
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

An auto-tandem Pd-catalyzed process consisting of an intramolecular direct arylation and an intermolecular BuchwaldHartwig 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 CH activation step (base effect). The amines, reagents in the tandem protocol, appear to have a similar effect on the direct arylation.