Three-component reactions of aromatic amines, 1,3-dicarbonyl compounds, and alpha-bromoacetaldehyde acetal to access N-(hetero)aryl-4,5-unsubstituted pyrroles

文献类型: 外文期刊

第一作者: Huang, Wenbo

作者: Huang, Wenbo;Wang, Kaimei;Ke, Shaoyong;Liu, Ping;Gu, Yanlong;Li, Minghao;Gu, Yanlong

作者机构:

关键词: acid catalyst; [1+2+2] annulation; KI; pyrazolo[3,4-b]pyridine; pyrroles

期刊名称:BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY ( 影响因子:2.883; 五年影响因子:2.785 )

ISSN: 1860-5397

年卷期: 2020 年 16 卷

页码:

收录情况: SCI

摘要: N-(Hetero)aryl-4,5-unsubstituted pyrroles were synthesized from (hetero)arylamines, 1,3-dicarbonyl compounds, and alpha-bromoacetaldehyde acetal by using aluminum(III) chloride as a Lewis acid catalyst through [1 + 2 + 2] annulation. This new versatile methodology provides a wide scope for the synthesis of different functional N-(hetero)aryl-4,5-unsubstituted pyrrole scaffolds, which can be further derived to access multisubstituted pyrrole-3-carboxamides. In the presence of 1.2 equiv of KI, a polysubstituted pyrazolo[3,4-b]pyridine derivative was also successfully synthesized.

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