Microwave-induced nucleophilic [18F]fluorination on aromatic rings:: Synthesis and effect of halogen on [18F]fluoride substitution of meta-halo (F, Cl, Br, I)-benzonitrile derivatives
Microwave-induced nucleophilic [18F]fluorination on aromatic rings:: Synthesis and effect of halogen on [18F]fluoride substitution of meta-halo (F, Cl, Br, I)-benzonitrile derivatives
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DOI：
10.1016/j.apradiso.2008.03.003
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发表时间：
2008-10-01
影响因子：
1.6
通讯作者：
Baldwin, Ronald M.
中科院分区：
文献类型：
--
作者：
Guo, Ning;Alagille, David;Baldwin, Ronald M.
合成了间卤代-3-甲基苯腈类化合物(-F，-Cl，-Br，-I)作为模型化合物来研究芳香族亲核取代反应的活性。将单模微波系统集成到用于F-18标记的商业放射化学合成模块中。在二甲基亚砜中，在3分钟内，氟、溴和氯前体物的标记率分别达到%、13%和9%。观察到的离开基团对芳香族亲核取代反应的顺序为F>；>；br>；Cl>；>；>；I.(C)2008 Elsevier Ltd.保留所有权利。
The meta-halo-3-methylbenzonitrile derivatives (-F, -Cl, -Br, -I) were synthesized as model compounds to study reactivity towards aromatic nucleophilic Substitution. A single-mode microwave system was incorporated into a commercial radiochemical synthetic module for F-18 labeling. Labeling yields of 64% for fluoro-, 13% for bromo- and 9% for chloro-precursors were achieved in DMSO in < 3 min. The observed order of reactivity of the leaving groups toward aromatic nucleophilic substitution was F >> Br > Cl >>> I. (c) 2008 Elsevier Ltd. All rights reserved.