Loreau Olivier, Georgin Dominique, Taran Frédéric, Audisio Davide
CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage, Gif sur Yvette, F-91191, France.
J Labelled Comp Radiopharm. 2015 Sep-Oct;58(11-12):425-8. doi: 10.1002/jlcr.3330. Epub 2015 Aug 28.
The development of robust and straightforward methods to efficiently label aromatic moieties starting from simple and convenient radio-synthetic sources still represents a considerable challenge. In this report, a new palladium-catalyzed decarboxylative cyanation protocol has been described. This procedure utilizes [(14)C]-labeled potassium cyanide, one of the simplest and commercially available sources of carbon-14. Under the optimized reaction conditions, a series of [(13)C] and [(14)C]-aromatic nitriles were easily prepared (12-74% yield starting from potassium cyanide). The usefulness of this methodology is highlighted by a rare example of a formal two-step [(12)C]-[(14)C] carbon isotope exchange. The current synthetic approach may represent a promising alternative to traditional preparations of relevant building blocks such as labeled aromatic nitriles.
从简单便捷的放射性合成源出发，开发出强大且直接的方法来高效标记芳香部分，仍然是一项巨大的挑战。在本报告中，描述了一种新的钯催化脱羧氰化协议。该方法使用[¹⁴C]标记的氰化钾，这是最简单且可商购的碳-14来源之一。在优化的反应条件下，一系列[¹³C]和[¹⁴C]芳香腈很容易制备出来（从氰化钾开始的产率为12 - 74%）。一个罕见的形式上的两步[¹²C]-[¹⁴C]碳同位素交换例子突出了该方法的实用性。当前的合成方法可能是传统制备相关结构单元（如标记芳香腈）的一种有前景的替代方法。
