eFluorination using cheap and readily available tetrafluoroborate salts

Article


Leech, M.C., Nagornii, D., Walsh, J.M., Kiaku, C., Poole, D.L., Mason, J., Goodall, I.C.A., Devo, P. and Lam, K. 2023. eFluorination using cheap and readily available tetrafluoroborate salts. Organic Letters. 25 (9), p. 1353–1358. https://doi.org/10.1021/acs.orglett.2c04305
TypeArticle
TitleeFluorination using cheap and readily available tetrafluoroborate salts
AuthorsLeech, M.C., Nagornii, D., Walsh, J.M., Kiaku, C., Poole, D.L., Mason, J., Goodall, I.C.A., Devo, P. and Lam, K.
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.

Sustainable Development Goals12 Responsible consumption and production
Middlesex University ThemeSustainability
PublisherAmerican Chemical Society (ACS)
JournalOrganic Letters
ISSN1523-7060
Electronic1523-7052
Publication dates
Online01 Mar 2023
Print10 Mar 2023
Publication process dates
Submitted23 Dec 2022
Deposited02 Jun 2025
Output statusPublished
Digital Object Identifier (DOI)https://doi.org/10.1021/acs.orglett.2c04305
Web of Science identifierWOS:000943083100001
Related Output
Has versionhttps://gala.gre.ac.uk/id/eprint/38717/
Permalink -

https://repository.mdx.ac.uk/item/1q1xw1

Fetching citation counts from Clarivate.
  • 3
    total views
  • 0
    total downloads
  • 3
    views this month
  • 0
    downloads this month

Export as

Related outputs

An orthogonal approach for analysis of underivatized steroid hormones using ultrahigh performance supercritical fluid chromatography-mass spectrometry (UHPSFC-MS).
Devo, P., Cretu, V., Radhakrishnan, H., Hamilton-Pink, D., Boussios, S. and Ovsepian, S. 2024. An orthogonal approach for analysis of underivatized steroid hormones using ultrahigh performance supercritical fluid chromatography-mass spectrometry (UHPSFC-MS). Journal of Neural Transmission. https://doi.org/10.1007/s00702-024-02862-3
Ageing perspective on cognitive outcomes from ancillary reproductive hormone adjustments
Zhang, G., Devo, P., O'Leary, V.B. and Ovsepian, S.V. 2023. Ageing perspective on cognitive outcomes from ancillary reproductive hormone adjustments. Heliyon. 9 (8). https://doi.org/10.1016/j.heliyon.2023.e19050
Exosomes in the diagnosis and treatment of renal cell cancer
Boussios, S., Devo, P., Goodall, I.C.A., Sirlantzis, K., Ghose, A., Shinde, S.D., Papadopoulos, V., Sanchez, E., Rassy, E. and Ovsepian, S.V. 2023. Exosomes in the diagnosis and treatment of renal cell cancer. International Journal of Molecular Sciences. 24 (18). https://doi.org/10.3390/ijms241814356
Electrochemical isothiocyanation of primary amines
Kiaku, C., Walsh, J.M., Leech, M.C., Poole, D.L., Mason, J., Goodall, I.C.A., Devo, P. and Lam, K. 2023. Electrochemical isothiocyanation of primary amines. Organic Letters. 25 (7), pp. 1147-1150. https://doi.org/10.1021/acs.orglett.3c00128
eFluorination of activated alcohols using collidinium tetrafluoroborate
Kiaku, C., Martinage, D., Sicim, Y., Leech, M.C., Walsh, J.M., Poole, D.L., Mason, J., Goodall, I.C.A., Devo, P. and Lam, K. 2023. eFluorination of activated alcohols using collidinium tetrafluoroborate. Organic Letters. 26 (14), pp. 2697-2701. https://doi.org/10.1021/acs.orglett.3c00976
eHydrogenation: hydrogen-free electrochemical hydrogenation
Russo, C., Leech, M.C., Walsh, J.M., Higham, J.I., Giannessi, L., Lambert, E., Kiaku, C., Poole, D.L., Mason, J., Goodall, C.A.I., Devo, P., Giustiniano, M., Radi, M. and Lam, K. 2023. eHydrogenation: hydrogen-free electrochemical hydrogenation. Angewandte Chemie International Edition. 62 (38). https://doi.org/10.1002/anie.202309563
Synthesis of N-Glucosyl Ethyl and Butyl Phosphoramidates
Subratti, A., Jalsa, N.K. and Devo, P. 2021. Synthesis of N-Glucosyl Ethyl and Butyl Phosphoramidates. in: Kosma, P., Wrodnigg, T.M. and Stütz, A. (ed.) Carbohydrate chemistry: Proven synthetic methods, volume 5 CRC Press. pp. 37-42