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

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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Publication Details

Journal
Angewandte Chemie
Published
2024-10-20
DOI
https://doi.org/10.1002/ange.202416126
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

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

Tom G. Driver, Haoran Zhu, Jair N. Powell, Victoria A. Geldchen et al.
Angewandte Chemie
Radical Photochemical Reactions
article

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

Tom G. Driver, Haoran Zhu, Jair N. Powell, Victoria A. Geldchen, Adam S. Drumheller
article en

Abstract

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.

Angewandte ChemieVol. 137(4)
University of Illinois Chicago (US)
National Institutes of Health
Openalex Percentile: Top 87%
Radical Photochemical Reactions
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