Selective Synthesis of 2,5‐Diformylfuran by Sustainable 4‐acetamido‐TEMPO/Halogen‐Mediated Electrooxidation of 5‐Hydroxymethylfurfural |
| |
| Authors: | Dr. Vera P. Kashparova Dr. Victor A. Klushin Dr. Daria V. Leontyeva Prof. Dr. Nina V. Smirnova Prof. Dr. Victor M. Chernyshev Prof. Dr. Valentine P. Ananikov |
| |
| Affiliation: | 1. Platov South-Russian State Polytechnic University (NPI), Novocherkassk, Russia;2. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia |
| |
| Abstract: | A new method was developed for the selective gram‐scale synthesis of 2,5‐diformylfuran (DFF), which is an important chemical with a high application potential, via oxidation of biomass‐derived 5‐hydroxylmethylfurfural (HMF) catalyzed by 4‐acetylamino‐2,2,6,6‐tetramethylpiperidine‐1‐oxyl (4‐AcNH‐TEMPO) in a two‐phase system consisting of a methylene chloride and aqueous solution containing sodium hydrogen carbonate and potassium iodide. The key feature of this method is the generation of the I2 (co‐)oxidant by anodic oxidation of iodide anions during pulse electrolysis. In addition, the electrolyte can be successfully recycled five times while maintaining a 62–65 % yield of DFF. This novel method provides a sustainable pathway for waste‐free production of DFF without the use of metal catalysts and expensive oxidants. An advantage of electrooxidation is utilized in the preparation of demanding chemical. |
| |
| Keywords: | 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxyl 2,5-diformylfuran electrochemistry oxidation synthetic methods |
|
|
