Catalytic Decarboxylative Fluorination for the Synthesis of Tri- and Difluoromethyl Arenes
: 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
: 2013
: Organic Letters
: ORGANIC LETTERS
: ORG LETT
: 11
: 15
: 11
: 2648
: 2651
: 4
: 1523-7060
DOI: https://doi.org/10.1021/ol4009377
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.