Synthesis of Imidazo[4,5-b]pyridines and Imidazo[4,5-b]pyrazines by Palladium Catalyzed Amidation of 2-Chloro-3-amino-heterocycles

被引：30
|
作者：
Rosenberg, Adam J. [1 ]
Zhao, Jinbo [1 ]
Clark, Daniel A. [1 ]
机构：
[1] Syracuse Univ, Ctr Sci & Technol 1 014, Dept Chem, Syracuse, NY 13244 USA
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 07期
关键词：
II RECEPTOR ANTAGONISTS; ARYL CHLORIDES; 1,2-DISUBSTITUTED BENZIMIDAZOLES; REGIOSPECIFIC SYNTHESIS; BIOLOGICAL-ACTIVITY; AURORA KINASES; BOND FORMATION; DERIVATIVES; AMINES; AMINATION;
D O I：
10.1021/ol300359s
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile synthesis of imidazo[4,5-b]pyridines and -pyrazines is described using a Pd-catalyzed amide coupling reaction. This reaction provides quick access to products with substitution at N1 and C2. A model system relevant to the natural product pentosidine has been demonstrated, as well as the total synthesis of the mutagen 1-Me-5-PhIP.
引用
收藏
页码：1764 / 1767
页数：4
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