Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride

Yiyuan Zhang; Wanting Chen; Tingting Tan; Yuang Gu; Shuning Zhang; Jie Li; Yan Wang; Wei Hou; Guang Yang; Peixiang Ma; Hongtao Xu

doi:10.1039/D1CC00769F

Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride†

Yiyuan Zhang,‡^abcd Wanting Chen,‡^abcd Tingting Tan,^abcd Yuang Gu,^abcd Shuning Zhang,^abcd Jie Li,^a Yan Wang,^abcd Wei Hou,^e Guang Yang,^a Peixiang Ma*^a and Hongtao Xu

*^a

Author affiliations

* Corresponding authors

^a Shanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai, China
E-mail: xuht@shanghaitech.edu.cn, mapx@shanghaitech.edu.cn

^b School of Life Science and Technology, ShanghaiTech University, Shanghai, China

^c Institute of Biochemistry and Cell Biology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China

^d University of Chinese Academy of Sciences, Beijing, China

^e College of Pharmaceutical Science, and Institute of Drug Development & Chemical Biology, Zhejiang University of Technology, Hangzhou, 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).

Chemical Communications

Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride

Social activity

Search articles by author

Spotlight

Advertisements