Palladium-Catalyzed Allylic Fluorination (pages 2613–2617)
Charlotte Hollingworth, Dr. Amaruka Hazari, Matthew N. Hopkinson, Dr. Matthew Tredwell, Elena Benedetto, Dr. Mickael Huiban, Prof. Antony D. Gee, Dr. John M. Brown and Prof. Véronique Gouverneur
Article first published online: 8 FEB 2011 | DOI: 10.1002/anie.201007307
Mild and rapid: The title reaction is presented and its applicability to 18F radiolabeling is demonstrated (see scheme; TBAF=tetra-n-butylammonium fluoride, THF=tetrahydrofuran, dba=dibenzylideneacetone). The use of p-nitrobenzoate as the leaving group is significant to the success of this catalytic organometallic fluorination process. A range of allylic fluorides were synthesized by this method.