Abstract

This review summarizes the applications of iodonium compounds in the rapidly developing field of Positron Emission Tomography (PET). Reactions of diaryliodonium salts with fluoride anion have found wide practical application in PET as a fast and convenient method for the introduction of the radioactive ( 18 F)-fluoride into radiotracer molecules. The best synthetic methods for the preparation of iodonium precursors for PET are described, the mechanistic aspects of nucleophilic fluorination reaction are discussed, and specific examples of the preparation of PET radioligands are provided.

Highlights

  • In recent years, compounds of polyvalent iodine (λ3- and λ5-iodanes) have emerged as versatile and environmentally benign reagents for various synthetically useful chemical transformations.[110]

  • Important are the reactions of diaryliodonium salts with fluoride anion, allowing efficient introduction of fluorine into an aromatic ring via aromatic nucleophilic substitution

  • The purpose of the present review is to summarize the applications of iodonium compounds in the rapidly developing field of Positron Emission Tomography

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Summary

Introduction

Compounds of polyvalent iodine (λ3- and λ5-iodanes) have emerged as versatile and environmentally benign reagents for various synthetically useful chemical transformations.[110]. Important are the reactions of diaryliodonium salts with fluoride anion, allowing efficient introduction of fluorine into an aromatic ring via aromatic nucleophilic substitution. Nucleophilic fluorination reactions of diaryliodonium salts have found wide practical application in Positron Emission Tomography (PET) as a fast and convenient method for the introduction of the radioactive [18F]-fluoride into radiotracer molecules. The purpose of the present review is to summarize the applications of iodonium compounds in the rapidly developing field of Positron Emission Tomography.

Overview of PET and Radiofluorination Methods
Iodonium Salts as Reagents for Nucleophilic Fluorination
Iodonium Ylides as Reagents for Nucleophilic Fluorination
Findings
Conclusions
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