Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride
Yiyuan Zhang1, Wanting Chen1, Tingting Tan1
1Shanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai, 201210, China. xuht@shanghaitech.edu.cn mapx@shanghaitech.edu.cn and School of Life Science and Technology, ShanghaiTech University, Shanghai, 201210, China and Institute of Biochemistry and Cell Biology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, 200031, China and University of Chinese Academy of Sciences, Beijing, 100049, China.
Abstract:
We report a general palladium-catalyzed one-pot procedure for the synthesis of phosphonates, phosphinates and phosphine oxides from phenols mediated by sulfuryl fluoride. It features mild conditions, broad substrate scope, high functionality tolerance and water insensitivity. The utility of this procedure has been well demonstrated by gram-scale synthesis, sequential synthesis of click chemistry building blocks, late-stage decoration of drugs and natural products and on-DNA synthesis of phosphine oxide for a DNA-encoded library (DEL).
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