Electrochemical fluorination of β-dicarbonyl compounds using p-iodotoluene difluoride as a mediator

Chemistry of Polyvalent Iodine

“…The para -substituted (difluoroiodo)arenes can be effectively prepared by the electrochemical fluorination of the respective iodoarenes 186,187. In this procedure, the electrosynthesis of ArIF 2 is accomplished by the anodic oxidation of iodoarenes with Et 3 N•3HF or Et 3 N•5HF in anhydrous acetonitrile using a divided cell.…”

Electrolytic partial fluorination of organic compounds 84

“…Previously, Yoneda et al and we found that anodic fluorination of p-methyl-, p-nitro-, p-methoxyiodobenzenes afforded the corresponding iodobenzene difluoride derivatives in moderate to good yields, as shown in Scheme 3 [11,12].…”

Advances in Iodine(III)‐Mediated Halogenations: A Versatile Tool to Explore New Reactivities and Selectivities

“…Direct anodic oxidation of the starting material 56 or the product 59 was not observed. However, this method has not been implemented in the conversion of other substrates, with the exception of 1,3‐dicarbonyls, as the relative high E 1/2 values of iodobenzenes prohibit the employment of more oxidizable substrates, such as phenols, and thus dramatically limit the substrate scope.…”