Cobalt-Catalyzed Hydroxyperfluoroalkylation of Alkenes with Perfluoroalkyl Bromides and Atmospheric Oxygen

Qilin Sun; Liangzhi Pang; Shuxian Mao; Wu Fan; Yuyi Zhou; Jing Xu; Suhua Li; Qiankun Li

doi:10.1055/a-1674-6564

Synthesis, Table of Contents

Synthesis 2022; 54(05): 1353-1364
DOI: 10.1055/a-1674-6564

paper

Cobalt-Catalyzed Hydroxyperfluoroalkylation of Alkenes with Perfluoroalkyl Bromides and Atmospheric Oxygen

Authors

Qilin Sun

^aDepartment of Applied Chemistry, Anhui Agricultural University, Hefei, Anhui 230036, P. R. of China
Liangzhi Pang

^aDepartment of Applied Chemistry, Anhui Agricultural University, Hefei, Anhui 230036, P. R. of China
Shuxian Mao

^aDepartment of Applied Chemistry, Anhui Agricultural University, Hefei, Anhui 230036, P. R. of China
Wu Fan∗

^bKey Laboratory of Tobacco Flavor Basic Research, Zhengzhou Tobacco Research Institute of CNTC, Zhengzhou 450001, P. R. of China
Yuyi Zhou

^cSchool of Chemistry, Sun Yat-Sen University, Guangzhou 510006, P. R. of China
Jing Xu

^cSchool of Chemistry, Sun Yat-Sen University, Guangzhou 510006, P. R. of China
Suhua Li∗

^cSchool of Chemistry, Sun Yat-Sen University, Guangzhou 510006, P. R. of China

^dKey Lab of Functional Molecular Engineering of Guangdong Province, South China University of Technology, Guangzhou 510641, P. R. of China
Qiankun Li ∗

^aDepartment of Applied Chemistry, Anhui Agricultural University, Hefei, Anhui 230036, P. R. of China

Abstract

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Abstract

A mild and efficient method for the cobalt-catalyzed hydroxyperfluoroalkylation of alkenes has been developed. This method demonstrated broad substrate scope, good yields, and mild conditions with the tolerance of mono-, di-, and trisubstituted alkenes including both styrenes and non-activated aliphatic olefins. This strategy offered a valuable solution for rapid and efficient construction of β-perfluoroalkyl alcohols using widely available and inexpensive perfluoroalkyl bromides and atmospheric oxygen.

Key words

cobalt - hydroxyperfluoroalkylation - alkenes - perfluoroalkyl - tertiary amine

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References

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Supplementary Material

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