Ag-Catalyzed Selective C1-Acylation of Pyrrolo[1,2-a]Quinoxalines With 2-Oxo-2-Arylacetic Acids

IF 2.9 3区 化学 Q2 CHEMISTRY, ORGANIC
Journal of Heterocyclic Chemistry Pub Date : 2026-04-05 Epub Date: 2026-01-12 DOI:10.1002/jhet.70160
Wanqiang Wang, Yingqian Li, Jing He, Jianshu Zhang, Ping Liu
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引用次数: 0

Abstract

A silver-catalyzed decarboxylative acylation protocol has been developed for the direct C1H functionalization of pyrrolo[1,2-a]quinoxalines using α-oxocarboxylic acids as bench-stable acyl precursors. A variety of aryl(pyrrolo[1,2-a]quinoxalin-1-yl)methanone derivatives were synthesized with good yields. In this process, α-oxocarboxylic acids serve as efficient acylation reagents, generating the desired reactive acyl carbocation in situ. The methodology demonstrates excellent regioselectivity and scalability to gram–level production, which facilitated the molecular diversity of pyrrolo[1,2-a]quinoxaline by allowing convenient functionalization at the C3–position.

银催化吡咯[1,2-a]喹啉与2-氧-2-芳基乙酸的选择性c1 -酰化反应
采用α-氧羧酸作为稳定的酰基前体,建立了一种银催化的吡咯[1,2- A]喹啉类直接C1 -羟基功能化脱羧酰基化方案。合成了多种芳基(吡咯[1,2- A]喹诺沙林-1-基)甲烷衍生物,收率较高。在这个过程中,α-氧羧酸作为有效的酰化试剂,在原位生成所需的活性酰基碳正离子。该方法显示出优异的区域选择性和可扩展性,可用于克级生产,通过在c3位置方便地功能化,促进了吡咯[1,2-a]喹诺啉的分子多样性。
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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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