[C-11]Copper(I) cyanide: A new radioactive precursor for C-11-cyanation and functionalization of haloarenes
[C-11]Copper(I) cyanide: A new radioactive precursor for C-11-cyanation and functionalization of haloarenes
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DOI：
10.1016/s0969-8043(96)00299-0
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发表时间：
1997-06-01
影响因子：
1.6
通讯作者：
Crouzel, C
中科院分区：
文献类型：
--
作者：
Ponchant, M;Hinnen, F;Crouzel, C
描述了[氰基-C-11]苯甲腈、[羧基-C-11]苯甲酸、[羰基-C-11]苯甲酰胺和[四唑酰-C-11]5-联苯I-1H-四唑的放射合成。 [氰基-C-11]苯甲腈采用Rosenmund-von Braun 反应，由[C-11]氰化氢通过[C-11]氰化铜(I)在2 分钟内一步制备。 [羧基-C-11]苯甲酸和[羰基-C-11]苯甲酰胺由[氰基-C-11]苯甲腈复合物使用碱性过氧化氢在N,N-二甲基甲酰胺中分别在180和80℃下反应3分钟制备。 [四唑基-C-11]S-联苯]-1H-四唑由[氰基-C-11]苯甲腈配合物通过与叠氮化三甲基锡环化，然后在 180 摄氏度下酸解，在 7 分钟内获得。这些标记的化合物通过一锅法获得，在结束时具有良好的平均比放射性 [500 mCi/mu mol (18.5 GBq/mu mol)。合成]并且在放射性核素生产结束后 40 分钟时具有令人满意的平均放射化学收率 (24-69%)。这种新的放射性前体，[C-11]氰化铜(I)，应该可以为正电子发射断层扫描提供新的 C-11 标记配体。 (C) 1997 爱思唯尔科学有限公司。
Radiosyntheses of [cyano-C-11]benzonitriles, [carboxyl-C-11]benzoic acids, [carbonyl-C-11]benzamides and [tetrazoyl-C-11]5-biphenyI-1H-tetrazoles are described. [Cyano-C-11]benzonitriles were prepared using the Rosenmund-von Braun reaction in one step from [C-11]hydrogen cyanide via [C-11]copper(I) cyanide in 2 min. [Carboxyl-C-11]benzoic acids and [carbonyl-C-11]benzamides were prepared from [cyano-C-11]benzonitrile-complexes using basic hydrogen peroxide for 3 min in N,N-dimethylformamide at 180 and 80 degrees C, respectively. [Tetrazoyl-C-11]S-bipheny]-1H-tetrazoles were obtained from [cyano-C-11]benzonitrile-complexes in 7 min by cyclization with trimethyltin azide followed by acid hydrolysis at 180 degrees C. These labelled compounds were obtained in a one-pot procedure with good average specific radioactivities [500 mCi/mu mol (18.5 GBq/mu mol) at the end of synthesis] and in satisfactory average radiochemical yields (24-69%) at 40 min from the end of radionuclide production. This new radioactive precursor, [C-11]copper(I) cyanide, should give access to new C-11-labelled ligands for positron emission tomography. (C) 1997 Elsevier Science Ltd.