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

Journal article

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.

Authors: Mizuta, S; Stenhagen, I; O'Duill, M; Wolstenhulme, J; Kirjavainen, A

• Publication status: Published
• Journal: Organic letters
• Volume: 15
• Issue: 11
• Pages: 2648-2651
• Publication date: 2013-06-01
• DOI: 10.1021/ol4009377
• EISSN: 1523-7052
• ISSN: 1523-7060
• Language: English
• Keywords: Silver; Catalysis; Hydrocarbons, Fluorinated; Diazonium Compounds; Indicators and Reagents; Fluorine Radioisotopes; Molecular Structure; Halogenation