Metal-Free Sulfonylation of 3,4-Dihalo-2(5H)‑furanones (X = Cl, Br) with Sodium Sulfinates under Air Atmosphere in Aqueous Media via a Radical Pathway

A convenient and environmentally friendly protocol has been developed for the preparation of various sulfonylated 2­(5H)-furanones by the sulfonylation of Csp2–X compounds with sodium sulfinates via a metal-free radical pathway. For low-cost Csp2–Cl substrates, there is also a satisfactory reactivit...

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Veröffentlicht in:ACS sustainable chemistry & engineering 2018-03, Vol.6 (3), p.4147-4153
Hauptverfasser: Cao, Liang, Li, Jian-Xiao, Wu, Han-Qing, Jiang, Kai, Hao, Zhi-Feng, Luo, Shi-He, Wang, Zhao-Yang
Format: Artikel
Sprache:eng
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Zusammenfassung:A convenient and environmentally friendly protocol has been developed for the preparation of various sulfonylated 2­(5H)-furanones by the sulfonylation of Csp2–X compounds with sodium sulfinates via a metal-free radical pathway. For low-cost Csp2–Cl substrates, there is also a satisfactory reactivity with moderate to excellent yields as well as high atom economy. Importantly, the application of this method into a gram-scale (even over 10 g) preparation can be accomplished.
ISSN:2168-0485
2168-0485
DOI:10.1021/acssuschemeng.7b04564