Kayleigh L. Brocklesby
A practical microwave method for the synthesis of fluoromethy 4-methylbenzenesulfonate in tert-amyl alcohol
Brocklesby, Kayleigh L.; Waby, Jennifer S.; Cawthorne, Christopher; Smith, Graham D.
Jennifer S. Waby
Graham D. Smith
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%).
|Journal Article Type||Article|
|Publication Date||Apr 25, 2018|
|Peer Reviewed||Peer Reviewed|
|APA6 Citation||Brocklesby, K. L., Waby, J. S., Cawthorne, C., & Smith, G. D. (2018). A practical microwave method for the synthesis of fluoromethy 4-methylbenzenesulfonate in tert-amyl alcohol. Tetrahedron letters; the international organ for the rapid publication of preliminary communications in organic chemistry, 59(17), 1635-1637. https://doi.org/10.1016/j.tetlet.2018.03.039|
|Keywords||PET; Fluorination; Microwave; Fluoromethyl tosylate; Tert-amyl alcohol|
©2018 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/.)
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