Concepedia

High Efficiency Synthesis of F-18 Fluoromethyl Ethers: An Attractive Alternative for C-11 Methyl Groups in Positron Emission Tomography Radiopharmaceuticals

Chansoo Park, Byoung Se Lee, Dae Yoon

Organic Letters · 2013 · 29 citations · 30 references

DOI

Concepts

Abstract

A rapid and efficient method for the synthesis of O-fluoromethyl aliphatic and aromatic ethers is presented. This method is so mild that it can be used for the preparation of positron emission tomography (PET) radiopharmaceuticals bearing O-[(18)F]fluoromethyl groups.

References

30

Facile Nucleophilic Fluorination Reactions Using <i>tert</i>-Alcohols as a Reaction Medium:  Significantly Enhanced Reactivity of Alkali Metal Fluorides and Improved Selectivity

Dong Wook Kim, Jeong, Seok Tae Lim et al. · The Journal of Organic Chemistry · 2008 · 175 citations

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Proton Transfer Reactions of Triazol-3-ylidenes: Kinetic Acidities and Carbon Acid p<i>K</i><sub>a</sub> Values for Twenty Triazolium Salts in Aqueous Solution

Richard S. Massey, Christopher J. Collett, Anita G. Lindsay et al. · Journal of the American Chemical Society · 2012 · 159 citations · Full text

, , +16

A rapid and efficient method for the fluoroalkylation of amines and amides. Development of a method suitable for incorporation of the short-lived positron emitting radionuclide fluorine-18

Michael R. Kilbourn, John A. Katzenellenbogen, Michael J. Welch · The Journal of Organic Chemistry · 1987 · 114 citations

, , +13

[18F]Fluoromethyl triflate, a novel and reactive [18F]fluoromethylating agent: preparation and application to the on-column preparation of [18F]fluorocholine

Ren Iwata, Claudio Pascali, A. Bogni et al. · Applied Radiation and Isotopes · 2002 · 93 citations

, , +2

Palladium(0)‐Mediated Rapid Methylation and Fluoromethylation on Carbon Frameworks by Reacting Methyl and Fluoromethyl Iodide with Aryl and Alkenyl Boronic Acid Esters: Useful for the Synthesis of [<sup>11</sup>C]CH<sub>3</sub>C‐ and [<sup>18</sup>F]FCH<sub>2</sub>C‐Containing PET Tracers (PET=Positron Emission Tomography)

Hisashi Doi, Ikuya Ban, Akihito Nonoyama et al. · Chemistry - A European Journal · 2009 · 93 citations

, , +13