Palladium-mediated carboxylation of aryl halides (triflates) or benzyl halides using [13C]/[11C]carbon monoxide with tetrabutylammonium hydroxide or trimethylphenylammonium hydroxide

被引:28
作者
Karimi, F
Långström, B
机构
[1] Inst Chem, Dept Organ Chem, S-75121 Uppsala, Sweden
[2] Uppsala Res Imaging Solut AB, S-75185 Uppsala, Sweden
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 20期
关键词
D O I
10.1039/b206420k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[Carbonyl-C-11] carboxylic acids were synthesised using palladium-mediated reaction of [C-11] carbon monoxide with aryl halides/triflates and benzyl halides in combination with either tetrabutylammonium hydroxide or trimethylphenylammonium hydroxide. The radiochemical yields were in the range 20-85%. In a typical experiment starting with 2.1 GBq [C-11] carbon monoxide, 0.6 GBq of HPLC-purified 1-[carbonyl-C-11] naphthoic acid (13) was obtained within 25 min of the start of the carbonylation reaction (67% decay-corrected radiochemical yield). The specific radioactivity of [carbonyl-C-11] nicotinic acid (17) was in the order of 750 GBq mumol(-1) using 10.0 muAh bombardment. [Carbonyl-C-13] nicotinic acid (17) was synthesised to verify the position of the labelling (delta 166.1) determined by C-13 NMR.
引用
收藏
页码:2256 / 2259
页数:4
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