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Updated: May 31, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

Published on: January 19, 2016

Deoxyfluorination of phenols.

Pingping Tang¹, Weike Wang, Tobias Ritter

¹Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.

Journal of the American Chemical Society

|July 9, 2011

Summary

A new deoxyfluorination reagent enables a straightforward ipso fluorination of phenols. This method offers a simple approach for introducing fluorine atoms into phenolic compounds.

Area of Science:

Organic Chemistry
Fluorination Chemistry

Background:

Phenols are important structural motifs in pharmaceuticals and materials.
Efficient methods for the selective functionalization of phenols are crucial in organic synthesis.

Purpose of the Study:

To develop a new, operationally simple deoxyfluorination reagent.
To demonstrate the utility of this reagent for the ipso fluorination of phenols.

Main Methods:

Synthesis and characterization of a novel deoxyfluorination reagent.
Application of the reagent in the direct fluorination of various phenol substrates.

Main Results:

The new reagent facilitates a facile ipso fluorination of phenols.
The reaction proceeds under mild and operationally simple conditions.

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High yields of fluorinated products were obtained.

Conclusions:

A novel deoxyfluorination reagent provides an efficient route for phenol fluorination.
This method represents a valuable addition to the synthetic chemist's toolkit for accessing fluorinated aromatics.