eFluorination Using Cheap and Readily Available Tetrafluoroborate Salts.

Autor: Leech MC; School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Kent ME4 4TB, United Kingdom., Nagornîi D; School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Kent ME4 4TB, United Kingdom., Walsh JM; School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Kent ME4 4TB, United Kingdom., Kiaku C; School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Kent ME4 4TB, United Kingdom., Poole DL; Discovery High-Throughput Chemistry, Medicinal Chemistry, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, United Kingdom., Mason J; Discovery High-Throughput Chemistry, Medicinal Chemistry, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, United Kingdom., Goodall ICA; School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Kent ME4 4TB, United Kingdom., Devo P; School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Kent ME4 4TB, United Kingdom., Lam K; School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Kent ME4 4TB, United Kingdom.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2023 Mar 10; Vol. 25 (9), pp. 1353-1358. Date of Electronic Publication: 2023 Mar 01.
DOI: 10.1021/acs.orglett.2c04305
Abstrakt: 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.
Databáze: MEDLINE
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