Direct Deoxyfluorination of Alcohols with KF as the Fluorine Source

Jun Xu; Chao Peng; Bolin Yao; Hua-Jian Xu; Qiang Xie

doi:10.1021/acs.joc.2c00388

Direct Deoxyfluorination of Alcohols with KF as the Fluorine Source

J Org Chem. 2022 May 6;87(9):6471-6478. doi: 10.1021/acs.joc.2c00388. Epub 2022 Apr 20.

Authors

Jun Xu¹, Chao Peng¹, Bolin Yao², Hua-Jian Xu¹, Qiang Xie²

Affiliations

¹ School of Food and Biological Engineering, Hefei University of Technology, Hefei 230009, P. R. China.
² Department of Nuclear Medicine, The First Affiliated Hospital of USTC, University of Science and Technology of China, Hefei 230001, P. R. China.

PMID: 35442691
DOI: 10.1021/acs.joc.2c00388

Abstract

This report describes a method for the deoxyfluorination of alcohols with KF as the fluorine source via in situ generation of highly active CF₃SO₂F. Diverse functionalities, including halogen, nitro, ketone, ester, alkene, and alkyne, are well tolerated. Mild conditions, a short reaction time, and a wide substrate scope make this method an excellent choice for the construction of C-F bonds.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alcohols*
Alkenes
Fluorides / chemistry
Fluorine* / chemistry

Substances

Alcohols
Alkenes
Fluorine
Fluorides