Oxidation fluoroarenes

Oxidative addition of C-F bonds to low-valent metal complexes constitute one of the routes in activation of fluoroalkanes and fluoroarenes [71, 72], The chemical activation of carbon-fluorine bonds has attracted much attention since functionalization of C-F compounds gives various fluoroorganic derivatives, which have many technological applications. Typical examples of oxidative addition of C-F bonds [73] are shown in Scheme IV.36. 

Kantam, M. L., Yadav, J., Laha, S., Sreedhar, B., and Jhab, S. 2007. N-arylation of heterocycles with activated chloro- and fluoroarenes using nanocrystalhne copper(II) oxide. Adv. Synth. Catal. 349(11-12) 1938-1942. 

Substituted allylic phosphates react with electron-deficient nucleophiles such as azoles, pyridine A-oxide derivatives, or fluoroarenes in the presence of CuCl and t-BuOLi giving the 6 2 product in yields ranging from 45 to 93% with regioselectivity between 88 and >99% and with a 1,3-anfi-stereoselectivity. A multistep mechanism is suggested. 

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