Metal‐Free Oxidative Fluorination of Phenols with [<sup>18</sup>F]Fluoride

Zhanghua Gao, Yee Hwee Lim, Matthew Tredwell, Lei Li, Stefan Verhoog, Matthew N. Hopkinson, Wojciech Kaluza, Thomas Collier, Jan Passchier, Mickaël Huiban,

Angewandte Chemie International Edition · 2012 · 86 citations · 37 references

Concepts

Abstract

The radiochemical synthesis of [18F]4-fluorophenols is based on phenol umpolung under oxidative conditions and direct nucleophilic fluorination with [18F]fluoride (see scheme, TBAF=tetra-n-butylammonium fluoride, TFA=trifluoroacetic acid). Readily available O-unprotected 4-tert-butyl phenols are used as precursors in this one-pot protocol. The reaction is completed in less than 30 minutes at room temperature and can be performed using standard or microfluidic technology. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

37