Salardón et al. Journal. 2022;10(3):107486. Electrochemically driven one-pot oxidative conversion of arylhydrazines into aromatic iodides.

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Electrochemically driven one-pot oxidative conversion of arylhydrazines into aromatic iodides.

Resumen

The efficient metal-free electrosynthesis of 2,4-dinitrophenyl iodide is here reported starting from 2,4-dinitrophenylhydrazine. Surprisingly this dinitrated arylhydrazine minimizes, under the applied experimental conditions, any anodic multilayered film formation. This sustainable iodide-mediated oxidative dehydrazination enables coupling reaction of electrogenerated iodine with aryl radicals from electron-deficient arylhydrazines employing electricity as the driving force and an inexpensive halogen source. A mechanistic proposal explaining the formation of aryl iodides is presented and discussed.

graphical abstract