Catalytic Decarboxylative Fluorination for the Synthesis of Tri- and Difluoromethyl Arenes
Organic Letters2013Vol. 15(11), pp. 2648–2651
Citations Over TimeTop 1% of 2013 papers
Satoshi Mizuta, Ida S. R. Stenhagen, Miriam L. O’Duill, Stephen Wolstenhulme, Anna K. Kirjavainen, Sarita Forsbäck, Matthew Tredwell, Graham Sandford, Peter R. Moore, Mickaël Huiban, Sajinder K. Luthra, Jan Passchier, Olof Solin, Véronique Gouverneur
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 [(18)F]labeling is demonstrated using [(18)F]Selectfluor bis(triflate), a reagent affording [(18)F]tri- and [(18)F]difluoromethylarenes not within reach with [(18)F]F2.
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