Howard, Joseph L., Sagatov, Yerbol and Browne, Duncan L. ORCID: https://orcid.org/0000-0002-8604-229X 2018. Mechanochemical electrophilic fluorination of liquid beta-ketoesters. Tetrahedron 74 (25) , pp. 3118-3123. 10.1016/j.tet.2017.11.066 |
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Abstract
An improved substrate scope for the mechanochemical electrophilic fluorination of dicarbonyls is reported. The applicable substrates have now been broadened to include liquid β-ketoesters. Key to this capability is the inclusion of a grinding auxiliary (NaCl) to improve mass transfer and prevent pasting or gumming of the reaction mixture. Notably, the use of a small amount of acetonitrile is critical to increasing the rate of reaction, ensuring complete consumption of starting materials during the short reaction times as well as improving the selectivity for the monofluorinated product in the mill.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Publisher: | Elsevier |
ISSN: | 0040-4020 |
Funders: | Engineering and Physical Sciences Research Council |
Date of First Compliant Deposit: | 3 January 2018 |
Date of Acceptance: | 23 November 2017 |
Last Modified: | 24 May 2023 16:35 |
URI: | https://orca.cardiff.ac.uk/id/eprint/107864 |
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