Harnessing the Reactivity of Nitroarene Radical Anions to Create Quinoline N-Oxides by Electrochemical Reductive Cyclization

IF 16.9 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Angewandte Chemie International Edition Pub Date : 2024-10-20 DOI:10.1002/anie.202416126
Haoran Zhu, Jair N. Powell, Victoria A. Geldchen, Adam S. Drumheller, Prof. Tom G. Driver
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Abstract

Electrochemical reduction of 2-allyl-substituted nitroarenes using a simple, undivided electrochemical cell with non-precious electrodes to generate nitroarene radical anions was developed. The nitroarene radical anion intermediates participate in 1,5-hydrogen atom transfer reactions to construct quinoline N-oxides bearing aryl-, heteroaryl-, alkenyl-, benzyl-, sulfonyl-, or carboxyl groups.

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利用硝基芳香族自由基阴离子的反应活性,通过电化学还原环化反应生成喹啉 N-氧化物
研究人员开发了一种使用非贵金属电极的简单、不分区电化学电池对 2-烯丙基取代的硝基烯烃进行电化学还原的方法,以生成硝基烯烃自由基阴离子。硝基烯自由基阴离子中间体参与 1,5 氢原子转移反应,生成带有芳基、杂芳基、烯基、苄基、磺酰基或羧基的喹啉 N-氧化物。
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来源期刊
CiteScore
26.60
自引率
6.60%
发文量
3549
审稿时长
1.5 months
期刊介绍: Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.
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