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使用[¹¹C]碘甲烷的钯介导快速交叉偶联反应:¹¹C放射化学中的开创性标记方法。

Pd-mediated rapid cross-couplings using [(11) C]methyl iodide: groundbreaking labeling methods in (11) C radiochemistry.

作者信息

Doi Hisashi

机构信息

Labeling Chemistry Team, Division of Bio-Function Dynamics Imaging, RIKEN Center for Life Science Technologies (CLST), 6-7-3 Minatojima-minamimachi, Chuo-ku, Kobe, Hyogo, 650-0047, Japan.

出版信息

J Labelled Comp Radiopharm. 2015 Mar;58(3):73-85. doi: 10.1002/jlcr.3253. Epub 2015 Feb 25.

DOI:10.1002/jlcr.3253
PMID:25712596
Abstract

Prof. Bengt Långström is a pioneer in the field of chemistry-driven positron emission tomography (PET) imaging. He has developed a variety of excellent radiolabeling methodologies using the methods of organic chemistry, with the aim of widening the potential of PET in the study of life. Among his groundbreaking achievements in (11) C radiochemistry, there is the discovery of the Pd-mediated rapid cross-coupling reaction using [(11) C]methyl iodide. It was first reported by his Uppsala group in 1994-1995 and was further investigated by his and other groups with a view of enhancing its generality and practicability. This reaction is currently considered one of the basic methods for (11) C-labeling of low-weight organic compounds. This paper presents a short summary of the background and the development of Pd-mediated rapid cross-couplings of [(11) C]methyl iodide, with a focus not only on organostannanes, but also on organoboranes, organozincs, and terminal acetylene compounds. All these reactions have proven to be dependable (11) C-labeling methodologies that use chemically reliable carbon-carbon bond formation reactions.

摘要

本特·朗斯特罗姆教授是化学驱动正电子发射断层扫描(PET)成像领域的先驱。他运用有机化学方法开发了多种出色的放射性标记方法,旨在拓展PET在生命研究中的潜力。在他于碳 - 11(¹¹C)放射化学方面的开创性成就中,有利用[¹¹C]碘甲烷发现的钯介导快速交叉偶联反应。该反应由他所在的乌普萨拉团队于1994 - 1995年首次报道,他的团队以及其他团队对其进行了进一步研究,以提高其通用性和实用性。目前,该反应被认为是低分子量有机化合物¹¹C标记的基本方法之一。本文简要概述了钯介导的[¹¹C]碘甲烷快速交叉偶联反应的背景和发展,不仅关注有机锡烷,还关注有机硼烷、有机锌化合物和末端乙炔化合物。所有这些反应都已被证明是可靠的¹¹C标记方法,它们使用了化学上可靠的碳 - 碳键形成反应。

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