Photoredox-Catalyzed Tandem Cyclization of Enaminones with N‑Sulfonylaminopyridinium Salts toward the Synthesis of 3‑Sulfonaminated Chromones

A photoredox-catalyzed intermolecular tandem sulfonamination/cyclization of enaminones was realized by using N-aminopyridinium salts as the sulfonaminated reagents without transition-metal catalysts or bases. The reaction exhibits a broad scope and good functional group tolerance, good yields, and r...

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Veröffentlicht in:Journal of organic chemistry 2024-01, Vol.89 (1), p.644-655
Hauptverfasser: Hu, Wenyu, Diao, Xiaoqiong, Yuan, Jinwei, Liang, Wei, Yang, Wan, Yang, Liangru, Ma, Ji, Zhang, Shouren
Format: Artikel
Sprache:eng
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Zusammenfassung:A photoredox-catalyzed intermolecular tandem sulfonamination/cyclization of enaminones was realized by using N-aminopyridinium salts as the sulfonaminated reagents without transition-metal catalysts or bases. The reaction exhibits a broad scope and good functional group tolerance, good yields, and regioselectivity. Preliminary mechanistic studies support the radical property of the reaction and the involvement of N-centered radical intermediates.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c02399