Derivatization of 1-phenyl substituted 4-amino-2-benzazepin-3-ones:: evaluation of Pd-catalyzed coupling reactions

被引:0
|
作者
Ballet, Steven
De Wachter, Rien
Maes, Bert U. W.
Tourwe, Dirk
机构
[1] Vrije Univ Brussels, Dept Organ Chem, Brussels, Belgium
[2] Univ Antwerp, B-2020 Antwerp, Belgium
关键词
4-amino-1,2,4,5-tetrahydro-2-benzazepin-3-ones; Pd[0] catalysis; Suzuki reaction; Buchwald-Hartwig reaction; Heck reaction; N-arylation;
D O I
10.1016/j.tet.2007.02.084
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several Pd-catalyzed reactions were explored to further functionalize the bromo-substitured 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. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3718 / 3727
页数:10
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