Catalytic decarboxylative fluorination for the synthesis of tri-and difluoromethyl arenes

…, M O'Duill, J Wolstenhulme, AK Kirjavainen…

Index: Mizuta, Satoshi; Stenhagen, Ida S.R.; O'Duill, Miriam; Wolstenhulme, Jamie; Kirjavainen, Anna K.; Forsback, Sarita J.; Tredwell, Matthew; Sandford, Graham; Moore, Peter R.; Huiban, Mickael; Luthra, Sajinder K.; Passchier, Jan; Solin, Olof; Gouverneur, Veronique Organic Letters, 2013 , vol. 15, # 11 p. 2648 - 2651

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Citation Number: 78

Abstract

Treatment of readily available α, α-difluoro-and α-fluoroarylacetic acids with Selectfluor 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 [18F] labeling is demonstrated using [18F] Selectfluor bis (triflate), a reagent affording [18F] tri-and [18F] difluoromethylarenes not within reach with [18F] F2.

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