An Improved Synthesis of Imidazo[4,5-b]pyridines and Imidazo[4,5-b]pyrazines by Palladium Catalyzed Amidation using Xantphos in a 1,4-Dioxane:tert-Amyl Alcohol Solvent System

被引:6
作者
Rosenberg, Adam J. [1 ]
Ahmed, Ijaz [1 ]
Wilson, Robert J. [1 ]
Williams, Theresa M. [1 ]
Kaminsky, Lauren [1 ]
Clark, Daniel A. [1 ]
机构
[1] Syracuse Univ, Dept Chem, Ctr Sci & Technol 1 014, Syracuse, NY 13244 USA
基金
美国国家科学基金会;
关键词
nitrogen heterocycles; P ligands; palladium; CROSS-COUPLING REACTIONS; ARYL HALIDES; C-N; ROOM-TEMPERATURE; AMINATION; CHLORIDES; LIGANDS; DEHALOGENATION; DERIVATIVES; INHIBITORS;
D O I
10.1002/adsc.201400465
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Herein an improved protocol for the synthesis of imidazo[4,5-b]pyridines and imidazo[4,5-b] pyrazines using a palladium-catalyzed amidation that utilizes Xantphos as an ancillary phosphine ligand is reported. The use of a binary solvent system comprised of 1,4-dioxane and tert-amyl alcohol was crucial in eliminating unwanted by-products.
引用
收藏
页码:3465 / 3470
页数:6
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