Copper(I)-free syntheses of [C/F]trifluoromethyl ketones from alkyl or aryl esters and [C/F]fluoroform.

Chem Commun (Camb)

Molecular Imaging Branch, NIMH, National Institutes of Health, 10 Center Dr, Bethesda, Maryland 20892, USA.

Published: April 2024

Herein, we report a copper(I)-free method for labeling the trifluoroacetyl group with positron-emitting carbon-11 ( = 20.4 min) or fluorine-18 ( = 109.8 min) as part of our exploration of radiolabeled fluoroforms to access new radiolabeled chemotypes of interest for tracer development. Treatment of alkyl esters and aryl esters, containing electron-donating or electron-withdrawing groups, with [C/F]fluoroform in the presence of strong base, gave [C/F]trifluoromethyl ketones as novel radiolabeling synthons in moderate to high yields within 15 minutes.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11047764PMC
http://dx.doi.org/10.1039/d4cc00465eDOI Listing

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