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A Convenient Synthesis of Difluoroalkyl Ethers from Thionoesters Using Silver(I) Fluoride.

Authors :
Newton, Josiah
Driedger, Daniel
Nodwell, Matthew B.
Schaffer, Paul
Martin, Rainer E.
Britton, Robert
Friesen, Chadron M.
Source :
Chemistry - A European Journal. 12/13/2019, Vol. 25 Issue 70, p15993-15997. 5p.
Publication Year :
2019

Abstract

Herein we report the mild and rapid fluorodesulfurization of thionoesters using only silver(I) fluoride. This reaction demonstrates excellent functional group tolerance and complements existing strategies for difluoroalkyl ether synthesis, which rely on toxic and often dangerous reagents that demonstrate limited functional group compatibility. We additionally report the translation of this finding to the production of 18F‐labelled difluoroalkyl ethers using fluoride‐derived [18F]AgF. This new process should enable the synthesis of a wide range of difluoroalkyl ethers with applications in medicinal and materials chemistry, and radiotracer production. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Volume :
25
Issue :
70
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
140416205
Full Text :
https://doi.org/10.1002/chem.201904132