Rapid Synthesis of 3-Amino-imidazopyridines by a Microwave-Assisted Four-Component Coupling in One Pot

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• 作者：Erin F. DiMauro ; Joseph M. Kennedy
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：February 2, 2007
• 年：2007
• 卷：72
• 期：3
• 页码：1013 - 1016
• 全文大小：102K
• 年卷期：v.72,no.3(February 2, 2007)
• ISSN：1520-6904

文摘

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The rapid and efficient synthesis of various 2,6-disubstituted-3-amino-imidazopyridines using a microwave-assisted one-pot cyclization/Suzuki coupling approach is described. Theutility of a 2-aminopyridine-5-boronic acid pinacol ester asa robust and versatile building block for the synthesis ofdiverse compound libraries is emphasized. The boronatefunctional group is remarkably tolerant to the Lewis acidcatalyzed cyclizations, and the subsequent Pd(0)-catalyzedSuzuki coupling reactions proceed cleanly in the presenceof magnesium salts. This work highlights the vast potentialof microwave-assisted, metal-catalyzed, multicomponentreactions.