Fluorosulfonylvinylation of Unactivated C(sp3)–H via Electron Donor–Acceptor Photoactivation

An electron donor–acceptor (EDA) complex photoactivation strategy for radical fluorosulfonylation is disclosed for the first time. Simply upon blue light irradiation, the FSO2 radical can be generated efficiently under catalyst-free, base-free, and additive-free conditions, which enables facile acce...

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Veröffentlicht in:Organic letters 2023-05, Vol.25 (17), p.3109-3113
Hauptverfasser: Zhao, Xueyan, Chen, Dengfeng, Zhu, Shengzhen, Luo, Jinyue, Liao, Saihu, Zheng, Binnan, Huang, Shenlin
Format: Artikel
Sprache:eng
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Zusammenfassung:An electron donor–acceptor (EDA) complex photoactivation strategy for radical fluorosulfonylation is disclosed for the first time. Simply upon blue light irradiation, the FSO2 radical can be generated efficiently under catalyst-free, base-free, and additive-free conditions, which enables facile access to 6-keto alkenylsulfonyl fluorides from readily available propargyl alcohols and FSO2Cl. The 6-keto alkenylsulfonyl fluoride motif has been showcased as a versatile SuFEx hub with diverse follow-up derivatizations.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00950