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N-Arylation of indoles with 4-[18F]fluoroiodobenzene: synthesis of 18F-labelled σ2 receptor ligands for positron emission tomography (PET)

✍ Scribed by Frank R. Wüst; Torsten Kniess

Publisher
John Wiley and Sons
Year
2004
Tongue
French
Weight
149 KB
Volume
48
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The palladium‐mediated N‐arylation of indoles with 4‐[^18^F]fluoroiodobenzene as a novel radiolabelling method has been developed. Optimized reaction conditions were elaborated by variation of different catalyst systems (CuI/1,2‐diamines and Pd~2~(dba)~3~/phosphine ligands), bases and solvents in the reaction of indole with 4‐[^18^F]fluoroiodobenzene. Optimized reaction conditions (Pd~2~(dba)~3~/(2‐(dicyclohexyl‐phosphino)‐2′‐(N,N‐dimethylamino)‐biphenyl, NaOBu^t^, toluene, 100°C for 20 min) were applied for the synthesis of ^18^F‐labelled σ~2~ receptor ligands [^18^F]‐11 and [^18^F]‐13 which were obtained in 91 and 84% radiochemical yields, respectively. Copyright © 2004 John Wiley & Sons, Ltd.

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