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Electrochemical reduction generates quinoline N-oxides from nitroarenes, indicating innovative use of radical anions.
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 reactivity of ArNO2 radical anion can be controlled to participate in 1,5-HAT reactions to construct quinoline N-oxides bearing aryl-, heteroaryl-, alkenyl-, benzyl-, sulfonyl-, or carboxyl groups.
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Zhu et al. (2024) studied this question.
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