Visible‐Light‐Induced Metal‐Free Synthesis of 2‐Phosphorylated Thioflavones in Water

The introduction of phosphorus functional groups into the skeleton of thioflavones is an attractive task and of great significance. Herein, a metal‐free visible‐light‐induced radical cascade cyclization was developed for the preparation of 2‐phosphorylated thioflavones from methylthiolated alkynones...

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Veröffentlicht in:ChemSusChem 2020-01, Vol.13 (2), p.298-303
Hauptverfasser: Liu, Xiao‐Ceng, Chen, Xiao‐Lan, Liu, Yan, Sun, Kai, Peng, Yu‐Yu, Qu, Ling‐Bo, Yu, Bing
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Sprache:eng
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Zusammenfassung:The introduction of phosphorus functional groups into the skeleton of thioflavones is an attractive task and of great significance. Herein, a metal‐free visible‐light‐induced radical cascade cyclization was developed for the preparation of 2‐phosphorylated thioflavones from methylthiolated alkynones and phosphine oxides. In water as a green reaction medium, a large number of such 2‐phosphorylated thioflavones were prepared, catalyzed by 4CzIPN [1,2,3,5‐tetrakis(carbazol‐9‐yl)‐4,6‐dicyanobenzene] under visible‐light irradiation. These reactions could be performed at ambient temperature and feature simple operation, wide reaction scope, and recyclability of aqueous media. Let there be light: By using water as a reaction medium, a large number of 2‐phosphorylated thioflavones are prepared through the reaction of methylthiolated alkynones and phosphine oxides catalyzed by 4CzIPN [1,2,3,5‐tetrakis(carbazol‐9‐yl)‐4,6‐dicyanobenzene] under visible‐light irradiation.
ISSN:1864-5631
1864-564X
DOI:10.1002/cssc.201902817