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Type: Journal article
Title: Derivatization of 1-phenyl substituted 4-amino-2-benzazepin-3-ones: evaluation of Pd-catalyzed coupling reactions
Author: Ballet, Steven
De Wachter, Rien
Maes, Bert U. W.
Tourwe, Dirk
Citation: Tetrahedron, 2007; 63(18):3718-3727
Publisher: Elsevier
Issue Date: 2007
ISSN: 0040-4020
School/Discipline: School of Chemistry and Physics : Chemistry
Statement of
Steven Ballet, Rien De Wachter, Bert U.W. Maes, Dirk Tourwé
Abstract: Several Pd-catalyzed reactions were explored to further functionalize the bromo-substituted 4-amino-1,2,4,5-tetrahydro-2-benzazepin-3-one scaffold (Aba). We report in this paper suitable reaction conditions for Suzuki, Buchwald–Hartwig, and Heck reactions. The substitution pattern of the starting aminobenzazepinone turned out to be crucial for the success of these transition metal-catalyzed reactions, which often required modifications of standard literature procedures. The Pd-catalyzed methods provide access to novel substitution patterns of the Aba scaffold.
Keywords: 4-Amino-1,2,4,5-tetrahydro-2-benzazepin-3-ones; Pd[0] catalysis; Suzuki reaction; Buchwald–Hartwig reaction; Heck reaction; N-Arylation
RMID: 0020082075
DOI: 10.1016/j.tet.2007.02.084
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Appears in Collections:Chemistry and Physics publications

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