Cp∗Co(III)-catalyzed C–H amidation of 2-arylimidazo[1,2-α]pyridines with dioxazolones

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2025-02-01 DOI:10.1016/j.tet.2024.134420
Yongqi Yu , Jinjin Bai , Mengdan You , Jiajia Yu , Wenguang Li , Yuanjiu Xiao , Shiyu Zhang , Zhenhua Xiong , Ze Tan
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Abstract

A highly simple and practical Cp∗Co(III)-catalyzed C–H amidation of 2-arylimidazo[1,2-α]pyridines was developed, during which dioxazolones were used as the amidating reagents. This method features excellent regioselectivity, operational simplicity, and good substrate compatibility, and various amidated 2-arylimidazoheterocycles were efficiently synthesized in 34–81 % yields. Furthermore, mechanistic studies reveal that the C–H bond cleavage may be involved in the turnover-limiting stage.

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Cp∗Co(III)催化的 2-芳基咪唑并[1,2-α]吡啶与二恶唑酮的 C-H 氨化反应
开发了一种高度简单实用的 Cp∗Co(III)催化 2-芳基咪唑并[1,2-α]吡啶的 C-H 酰胺化反应,其间使用二恶唑酮类化合物作为酰胺化试剂。该方法具有极佳的区域选择性、操作简便性和良好的底物相容性,以 34%-81% 的产率高效合成了各种酰胺化 2-芳基咪唑杂环。此外,机理研究表明,C-H 键的裂解可能参与了周转限制阶段。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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