Pd(0)-mediated rapid cross-coupling reactions, the rapid C-[11C]methylations, revolutionally advancing the syntheses of short-lived PET molecular probes
Pd(0)-mediated rapid cross-coupling reactions, the rapid C-[11C]methylations, revolutionally advancing the syntheses of short-lived PET molecular probes
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Pd(0)介导的快速交叉偶联反应，快速C-[11C]甲基化，革命性地推进了短寿命PET分子探针的合成
DOI：
10.1002/tcr.201400002
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
Yasuyoshi Watanabe
中科院分区：
文献类型：
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作者：
Masaaki Suzuki;Hisashi Doi;Hiroko Koyama;Zhang Zhouen;Takamitsu Hosoya;Hirotaka Onoe;Yasuyoshi Watanabe
正电子发射断层扫描是一种非侵入性方法，用于监测药物（或诊断）行为及其在包括人体在内的生命系统中靶分子上的定位，使用的是短寿命的正电子发射放射性核素。通过在[11C]碘化甲基（sp3杂化碳）和过量的有机三丁基锡烷或具有sp2（苯基、异芳基或烯基）、sp（炔基）的有机硼酸酯之间进行快速Pd0介导的交叉偶联反应，建立了将具有代表性的短寿命放射性核素11C和18F引入生物活性有机化合物碳框架的新方法。或sp3（苄基和肉桂基）杂化碳；和[18F]氟甲基卤化物（碘化物或溴化物）和有机硼酸酯。这些快速反应为高效和通用的短寿命11c -或18f -标记PET分子探针的合成提供了坚实的基础，以促进体内分子成像研究。
Positron emission tomography is a noninvasive method for monitoring drug (or diagnostic) behavior and its localization on the target molecules in the living systems, including the human body, using a short‐lived positron‐emitting radionuclide. New methodologies for introducing representative short‐lived radionuclides,11C and18F, into the carbon frameworks of biologically active organic compounds have been established by developing rapidC‐[11C]methylations andC‐[18F]fluoromethylations using rapid Pd0‐mediated cross‐coupling reactions between [11C]methyl iodide (sp3‐hybridized carbon) and an excess amount of organotributylstannane or organoboronic acid ester having sp2(phenyl, heteroaromatic, or alkenyl), sp(alkynyl), or sp3(benzyl and cinnamyl)‐hybridized carbons; and [18F]fluoromethyl halide (iodide or bromide) and an organoboronic acid ester, respectively. These rapid reactions provide a firm foundation for an efficient and general synthesis of short‐lived11C‐ or18F‐labeled PET molecular probes to promote in vivo molecular imaging studies.