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Visible‐Light‐Induced Metal‐Free Synthesis of 2‐Phosphorylated Thioflavones in Water
Author(s) -
Liu XiaoCeng,
Chen XiaoLan,
Liu Yan,
Sun Kai,
Peng YuYu,
Qu LingBo,
Yu Bing
Publication year - 2020
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201902817
Subject(s) - visible spectrum , phosphine , chemistry , catalysis , aqueous medium , metal , aqueous solution , photochemistry , combinatorial chemistry , inorganic chemistry , organic chemistry , materials science , optoelectronics
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.