C-(4-[18F]fluorophenyl)-N-phenyl nitrone: A novel 18F-labeled building block for metal free [3+2]cycloaddition

被引：15
|
作者：
Zlatopolskiy, Boris D. [1 ,2 ]
Kandler, Rene [1 ]
Mottaghy, Felix M. [2 ,3 ]
Neumaier, Bernd [1 ]
机构：
[1] Max Planck Inst Neurol Res, D-50931 Cologne, Germany
[2] Univ Aachen, RWTH, Klin Nukl Med, D-52074 Aachen, Germany
[3] Maastricht Univ Med Ctr, Dept Nucl Med, NL-6229 HX Maastricht, Netherlands
来源：
APPLIED RADIATION AND ISOTOPES | 2012年 / 70卷 / 01期
关键词：
Fluorine-18; Click chemistry; 1.3-dipole; 3+2]cycloaddition; CYCLOADDITION; MECHANISM; CLICK; WATER;
D O I：
10.1016/j.apradiso.2011.09.002
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Radiofluorination via [3+2]-nitrone-alkene cycloaddition was studied using the model reaction between F-18-labeled C-(4-fluorophenyl)-N-phenyl nitrone ([F-18]1) and substituted maleimides 2a-c. [F-18]1 was prepared in RCY of 73.6 +/- 5.8% and radiochemical purity of > 95%. Cycloaddition of [F-18]1 to 2a in toluene at 80 degrees C and in EtOH at 110 degrees C gave the respective isoxazolidine [F-18]5a in > 80% RCY at 10 min reaction time. Reaction between [F-18]1 and 2b, c also went smoothly to afford the respective cycloaddition products in high radiochemical yields. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：184 / 192
页数：9
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