Photoinduced Three-Component Difluoroamidosulfonylation/Bicyclization: A Route to Dihydrobenzofuran Derivatives

A visible-light-induced photocatalyst-free three-component radical cascade bicyclization has been achieved to obtain diverse difluoroamidosulfonylated dihydrobenzofurans in moderate to good yields. This protocol avoids potential toxicity and the tedious removal procedure for photocatalysts and also...

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Veröffentlicht in:Organic letters 2022-04, Vol.24 (13), p.2556-2561
Hauptverfasser: Shen, Qitao, Zheng, Xiangyun, Li, Lianghao, Zhong, Tianshuo, Yin, Chuanliu, Yu, Chuanming
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Sprache:eng
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Zusammenfassung:A visible-light-induced photocatalyst-free three-component radical cascade bicyclization has been achieved to obtain diverse difluoroamidosulfonylated dihydrobenzofurans in moderate to good yields. This protocol avoids potential toxicity and the tedious removal procedure for photocatalysts and also features mild reaction conditions and a good functional group tolerance. Moreover, mechanistic investigations reveal the formation of a charge-transfer complex and the involvement of an intramolecular 1,5-hydrogen atom transfer process in this transformation.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c00761