Electrochemical Radical–Radical Cross-Coupling Approach between Sodium Sulfinates and 2H‑Indazoles to 3‑Sulfonylated 2H‑Indazoles

A direct cross-coupling between sodium sulfinates and 2H-indazoles has been developed under electrochemical conditions. The utilization of a graphite anode and platinum cathode in an undivided cell with a constant current of 7 mA allowed the concurrent oxidations of sulfinates and 2H-indazoles to su...

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Veröffentlicht in:Organic letters 2020-08, Vol.22 (16), p.6319-6323
Hauptverfasser: Kim, Wansoo, Kim, Hun Young, Oh, Kyungsoo
Format: Artikel
Sprache:eng
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Zusammenfassung:A direct cross-coupling between sodium sulfinates and 2H-indazoles has been developed under electrochemical conditions. The utilization of a graphite anode and platinum cathode in an undivided cell with a constant current of 7 mA allowed the concurrent oxidations of sulfinates and 2H-indazoles to sulfonyl radical and radical cationic 2H-indazoles, facilitating the direct radical–radical coupling strategy to 3-sulfonylated 2H-indazole derivatives. The transition-metal- and redox-reagent-free synthetic approach should serve as a valuable synthetic tool to achieve heteroaromatic compounds.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c02144