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

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 qu...

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Bibliographic Details
Published in:Angewandte Chemie 2024-11
Main Authors: Zhu, Haoran, Powell, Jair N., Geldchen, Victoria A., Drumheller, Adam S., Driver, Tom G.
Format: Article
Language:English
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Summary: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.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.202416126