Harnessing the Reactivity of Nitroarene Radical Anions to Create Quinoline <i>N</i> ‐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 quinoline N-oxides bearing aryl-, heteroaryl-, alkenyl-, benzyl-, sulfonyl-, or carboxyl groups.
Authors
- Tom G. Driver (ORCID: https://orcid.org/0000-0001-7001-342X)
- Haoran Zhu (ORCID: https://orcid.org/0009-0002-6907-5724)
- Jair N. Powell
- Victoria A. Geldchen
- Adam S. Drumheller
Institutions
- University of Illinois Chicago (US)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2024-10-20
- DOI
- https://doi.org/10.1002/anie.202416126
- Citations
- 9
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.25
Funders
- National Institutes of Health
- University of Illinois at Urbana-Champaign
- National Institute of General Medical Sciences