Combinatorial synthesis of 4-oxo-4H-imidazo[1,5-a]quinoxalines and 4-oxo-4H-pyrazolo[1,5-a]quinoxalines

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• 作者：Julia H. Spatz ; Michael Umkehrer ; Cé ; dric Kalinski ; G&#xfc ; nther Ross ; Christoph Burdack ; J&#xfc ; rgen Kolb ; Thorsten Bach
• 关键词：Ugi-reaction ; Multi-component reaction ; Imidazo-quinoxaline ; Pyrazolo-quinoxaline ; Nucleophilic aromatic substitution
• 刊名：Tetrahedron Letters
• 出版年：2007
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：5 November 2007
• 卷：48
• 期：45
• 页码：8060-8064
• 文件大小：143 K

摘要

A combinatorial synthetic route yielding imidazo[1,5-a]quinoxalines and pyrazolo[1,5-a]quinoxalines is described. The use of 2-fluoroaniline and 1H-imidazole-4-carboxylic acid, respectively, 1H-pyrazole-3-carboxylic acid in the Ugi-reaction (U-4CR) followed by a nucleophilic aromatic substitution (S_NAr) affords the imidazo- as well as the pyrazolo-[1,5-a]quinoxaline moiety in good yield and high diversity.