Ru/Cu Photoredox or Cu/Ag Catalyzed C4–H Sulfonylation of 1‑Naphthylamides at Room Temperature

A mild and efficient protocol for C4–H sulfonylation of 1-naphthylamine derivatives with sodium sulfinates has been described. This C4 sulfonylation proceeded smoothly at room temperature under Ru/Cu photoredox catalysis or Cu/Ag cocatalysis and could tolerate various functional groups. In addition,...

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Veröffentlicht in:Journal of organic chemistry 2017-12, Vol.82 (23), p.12119-12127
Hauptverfasser: Bai, Peirong, Sun, Suyan, Li, Zexian, Qiao, Huijie, Su, Xiaoxue, Yang, Fan, Wu, Yusheng, Wu, Yangjie
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Sprache:eng
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Zusammenfassung:A mild and efficient protocol for C4–H sulfonylation of 1-naphthylamine derivatives with sodium sulfinates has been described. This C4 sulfonylation proceeded smoothly at room temperature under Ru/Cu photoredox catalysis or Cu/Ag cocatalysis and could tolerate various functional groups. In addition, control experiments suggested that this C4–H sulfonylation reaction might proceed via a single-electron-transfer process.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.7b01917