一种在异戊醇中合成氟甲基对甲苯磺酸酯的实用微波方法。

Brocklesby Kayleigh L, Waby Jennifer S, Cawthorne Christopher, Smith Graham

Hull-York Medical School, University of York, Heslington, York YO10 5DD, UK.

Division of Radiotherapy and Imaging, Institute of Cancer Research, London SW7 3RP, UK.

Tetrahedron Lett. 2018 Apr 25;59(17):1635-1637. doi: 10.1016/j.tetlet.2018.03.039.

Fluorine substitution is an established tool in medicinal chemistry to favourably alter the molecular properties of a lead compound of interest. However, gaps still exist in the library of synthetic methods for accessing certain fluorine-substituted motifs. One such area is the fluoromethyl group, particularly when required in a fluoroalkylating capacity. The cold fluorination of methylene ditosylate is under evaluated in the literature, often proceeding with low yields or harsh conditions. This report describes a novel microwave method for the rapid nucleophilic fluorination of methylene ditosylate using inexpensive reagents in good isolated yield (65%).

氟取代是药物化学中一种既定的工具，用于有利地改变目标先导化合物的分子性质。然而，在获取某些氟取代基序的合成方法库中仍然存在空白。其中一个领域是氟甲基，特别是当需要其氟烷基化能力时。文献中正在评估二对甲苯磺酸亚甲酯的冷氟化反应，该反应通常产率低或条件苛刻。本报告描述了一种新颖的微波方法，该方法使用廉价试剂，以良好的分离产率（65%）对二对甲苯磺酸亚甲酯进行快速亲核氟化。