Palladium‐Catalyzed Allylic Fluorination

Charlotte Hollingworth, Amaruka Hazari, Matthew N. Hopkinson, Matthew Tredwell, Elena Benedetto, Mickaël Huiban, Antony D. Gee, John M. Brown, Véronique Gouverneur

Angewandte Chemie International Edition · 2011 · 167 citations · 42 references

Concepts

Abstract

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.

References

42