Oxidation Potential-Guided Electrochemical Radical–Radical Cross-Coupling Approaches to 3‑Sulfonylated Imidazopyridines and Indolizines
Oxidation potential-guided electrochemical radical–radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical–radical coupling reactions, allowing the sim...
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Veröffentlicht in: | Journal of organic chemistry 2021-11, Vol.86 (22), p.15973-15991 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Oxidation potential-guided electrochemical radical–radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical–radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical–radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.1c00873 |