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使用廉价易得的四氟硼酸盐进行 e 氟化反应。

eFluorination Using Cheap and Readily Available Tetrafluoroborate Salts.

机构信息

School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Kent ME4 4TB, United Kingdom.

Discovery High-Throughput Chemistry, Medicinal Chemistry, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, United Kingdom.

出版信息

Org Lett. 2023 Mar 10;25(9):1353-1358. doi: 10.1021/acs.orglett.2c04305. Epub 2023 Mar 1.

Abstract

A practical electrochemical method for the rapid, safer, and mild synthesis of tertiary hindered alkyl fluorides from carboxylic acids has been developed without the need for hydrofluoric acid salts or non-glass reactors. In this anodic fluorination, collidinium tetrafluoroborate acts as both the supporting electrolyte and fluoride donor. A wide range of functional groups has been shown to be compatible, and the possibility of scale-up using flow electrochemistry has also been demonstrated.

摘要

一种实用的电化学方法,用于从羧酸快速、安全且温和地合成叔位受阻烷基氟化物,无需使用氢氟酸盐或非玻璃反应器。在这种阳极氟化中,四氟硼酸 collidinium 既作为支持电解质又作为氟源。该方法已证明适用于多种官能团,并且还展示了使用流动电化学进行放大的可能性。

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