1449580-73-7Relevant academic research and scientific papers
Mechanistic investigations of palladium-catalyzed allylic fluorination
Katcher, Matthew H.,Norrby, Per-Ola,Doyle, Abigail G.
, p. 2121 - 2133 (2014/06/09)
A computational and experimental approach was employed to study the mechanism of the palladium(0)-catalyzed fluorination of allylic chlorides with AgF as fluoride source. Our findings indicate that an allylpalladium fluoride is a key intermediate necessar
Carbofluorination via a palladium-catalyzed cascade reaction
Braun, Marie-Gabrielle,Katcher, Matthew H.,Doyle, Abigail G.
, p. 1216 - 1220 (2013/06/04)
This article demonstrates the first examples of tandem C-C and C-F bond formation for the palladium-catalyzed carbofluorination of allenes. The intramolecular Heck-fluorination cascade provides monofluoromethylated heteroarenes, an important class of products in medicinal chemistry. We also describe an intermolecular variant for the three-component coupling of allenes, aryl iodides, and AgF. Mechanistic studies indicate that C-F bond formation occurs by outer sphere attack of fluoride on an allylpalladium fluoride intermediate.
