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
Hauptverfasser: Kim, Wansoo, Kim, Hun Young, Oh, Kyungsoo
Format: Artikel
Sprache:eng
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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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c00873