Electrolytic partial fluorination of organic compounds. Part 85. Anodic gem-difluorination of hydrazones using Et₄NI as a mediator

Anodic gem-difluorination of hydrazones in Et₄NF-5HF/CH₂Cl₂ in the presence of Et₄NI was successfully carried out to provide the corresponding gem-difluorinated products in moderate to good yields. On the other hand, no gem-difluorinated products were obtained in the absence of Et₄NI. Although a catalytic current was not observed in the cyclic voltammetry of Et₄NI in the presence of a hydrazone, a controlled potential electrolysis of the hydrazone showed that Et₄NI acted as a mediator in the anodic gem-difluorination of hydrazones.