NCA F-18-FLUOROALKYLATION OF H-ACIDIC COMPOUNDS
NCA F-18-FLUOROALKYLATION OF H-ACIDIC COMPOUNDS
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DOI：
10.1002/jlcr.2580250211
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发表时间：
1988-02-01
影响因子：
1.8
通讯作者：
STOCKLIN, G
中科院分区：
文献类型：
--
作者：
BLOCK, D;COENEN, HH;STOCKLIN, G
在氨基聚醚2.2.2./对碳酸钾络合物进行了系统的研究。以乙腈为溶剂，亲核取代和随后的氟烷基化反应可以一锅法进行。使用双官能氟代烷烃18F（CH 2）n ×（n = 1-3，X = Br，OMes，OTos）最佳n.c.a.用甲苯磺酸酯获得标记产率。苯酚的氟乙基化和氟丙基化产生≥ 100 ppm的放射化学产率。氟乙基部分是最小的一般适用的氟烷基化剂。在一系列H-酸性化合物中，观察到它们的pKa值对氟乙基化反应的强烈影响。除H-酸性化合物外，所有刘易斯碱都是n.c.a. 18F-溴烷基化。
The fluoroalkylation of H-acidic compounds in the presence of the aminopolyether 2.2.2./potassium carbonate complex was systematically studied. With acetonitrile assolvent nucleophilic fluorination and subsequent fluoroalkylation can be carried out in a one-pot mode. Using the bifunctional fluoroalkanes 18F(CH2)n .times. (n = 1-3, X = Br, OMes, OTos) the best n.c.a. labelling yields were obtained with tosylates. Fluoroethylation and fluoropropylation of phenol gave rise to radiochemical yields of .gtoreq. 90% under optimized conditions within 10 min. The fluoroethyl moiety is the smallest generally applicable fluoroalkylation agent. In a series of H-acidic compounds a strong influence of their pKa value on the fluoroethylation reaction was observed. Besides H-acidic compounds all Lewis bases are principally potential substrates for n.c.a. 18F-afluoroalkylation.