Premium
Direct Coupling of Polyfluoroarenes with Acylsilanes Under Metal‐Free Conditions
Author(s) -
Yasin Muhammad Faisal,
Li YingChao,
Zheng Long,
Wu Yichen,
Wang Peng
Publication year - 2025
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202500046
Subject(s) - chemistry , fluorine , catalysis , combinatorial chemistry , hydrogen , organic chemistry
Abstract The installation of polyfluoroaryl group in functional molecules is of interest due to the presence of polyfluoroarenes in pharmaceuticals, agrochemicals, and advanced materials. Herein, we report the direct coupling of polyfluoroarenes with acylsilanes for synthesis of fluorinated benzylic alcohols in the presence of a catalytic base. This reaction could tolerate a wide range of polyfluoroarenes and polyfluoroheteroarenes, providing an efficient entry to fluoroarylated compounds. Deuteration experiments showed that the hydrogen source in the product was mainly from the polyfluoroarenes. The utility of this method was demonstrated by the derivatization of the product and the synthesis of a fluorinated analogue with antituberculous activity.