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Synthesis of 18 F‐labelled biphenyls via S UZUKI cross‐coupling with 4‐[ 18 F]fluoroiodobenzene
Author(s) -
Steiniger Björn,
Wuest Frank R.
Publication year - 2006
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1099
Subject(s) - chemistry , acetonitrile , palladium , coupling reaction , suzuki reaction , reaction conditions , organoboron compounds , combinatorial chemistry , compatibility (geochemistry) , functional group , organic chemistry , catalysis , chemical engineering , polymer , engineering
The S UZUKI reaction of organoboron compounds with 4‐[ 18 F]fluoroiodobenzene has been developed as a novel radiolabelling technique in 18 F chemistry. The cross‐coupling reaction of p ‐tolylboronic acid with 4‐[ 18 F]fluoroiodobenzene was used to screen different palladium complexes, bases and solvents. Optimized reaction conditions (Pd 2 (dba) 3 , Cs 2 CO 3 , acetonitrile, 60°C for 5 min) were further applied to the synthesis of various 18 F‐labelled biphenyls bearing different functional groups. The reaction proceeded in excellent radiochemical yields of up to 94% within 5 min while showing good compatibility to many functional groups. Copyright © 2006 John Wiley & Sons, Ltd.
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