The Finkelstein reaction of organic halides was found to proceed smoothly in non-polar organic solvents other than acetone when operated in the presence of a catalytic amount of tetra-n-butylammonium bromide and water. The new protocol was successfully applied to a preparation of ethyl 5-iodopentanoate from the corresponding bromide which was used directly for zinc reagent formation and Fukuyama coupling to enable the formation of the (+)-biotin side chain in a streamlined manner. Rate acceleration by microwave irradiation and an application to the synthesis of trimethylsilyl iodide will be described as well.

中文翻译：

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非极性有机溶剂中的芬克尔斯坦反应：有机碘化物的简化合成

当在催化量的四正丁基溴化铵和水存在下操作时，发现有机卤化物的 Finkelstein 反应在除丙酮之外的非极性有机溶剂中顺利进行。新方案成功应用于从相应的溴化物制备 5-碘戊酸乙酯，该溴化物直接用于锌试剂的形成和福山偶联，以流线型的方式形成 (+)-生物素侧链。微波辐射的速率加速和在三甲基碘化硅合成中的应用也将被描述。