A1 Refereed original research article in a scientific journal
Catalytic Decarboxylative Fluorination for the Synthesis of Tri- and Difluoromethyl Arenes
Authors: Mizuta S, Stenhagen ISR, O'Duill M, Wolstenhulme J, Kirjavainen AK, Forsback SJ, Tredwell M, Sandford G, Moore PR, Huiban M, Luthra SK, Passchier J, Solin O, Gouverneur V
Publisher: AMER CHEMICAL SOC
Publication year: 2013
Journal: Organic Letters
Journal name in source: ORGANIC LETTERS
Journal acronym: ORG LETT
Number in series: 11
Volume: 15
Issue: 11
First page : 2648
Last page: 2651
Number of pages: 4
ISSN: 1523-7060
DOI: https://doi.org/10.1021/ol4009377
Abstract
Treatment of readily available alpha,alpha-difluoro- and alpha-fluoroarylacetic acids with Selecffluor under Ag(I) catalysis led to decarboxylative fluorination. This operationally simple reaction gave access to tri- and difluoromethylarenes applying a late-stage fluorination strategy. Translation to [F-18]labeling is demonstrated using [F-18]Selectfluor bis(triflate), a reagent affording [F-18]tri- and [F-18]difluoromethylarenes not within reach with [F-18]F-2.
Treatment of readily available alpha,alpha-difluoro- and alpha-fluoroarylacetic acids with Selecffluor under Ag(I) catalysis led to decarboxylative fluorination. This operationally simple reaction gave access to tri- and difluoromethylarenes applying a late-stage fluorination strategy. Translation to [F-18]labeling is demonstrated using [F-18]Selectfluor bis(triflate), a reagent affording [F-18]tri- and [F-18]difluoromethylarenes not within reach with [F-18]F-2.
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