title: Selective Synthesis of 2,5-Diformylfuran by Sustainable 4-acetamido-TEMPO/Halogen-Mediated Electrooxidation of 5-Hydroxymethylfurfural.
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.
authors.affiliation: Platov South-Russian State Polytechnic University (NPI), Novocherkassk, 346428, Russia.
authors.forename: Vera P
authors.initials: VP
authors.lastname: Kashparova
authors.affiliation: Platov South-Russian State Polytechnic University (NPI), Novocherkassk, 346428, Russia.
authors.forename: Victor A
authors.initials: VA
authors.lastname: Klushin
authors.affiliation: Platov South-Russian State Polytechnic University (NPI), Novocherkassk, 346428, Russia.
authors.forename: Daria V
authors.initials: DV
authors.lastname: Leontyeva
authors.affiliation: Platov South-Russian State Polytechnic University (NPI), Novocherkassk, 346428, Russia.
authors.forename: Nina V
authors.initials: NV
authors.lastname: Smirnova
authors.affiliation: Platov South-Russian State Polytechnic University (NPI), Novocherkassk, 346428, Russia.
authors.forename: Victor M
authors.initials: VM
authors.lastname: Chernyshev
authors.affiliation: Platov South-Russian State Polytechnic University (NPI), Novocherkassk, 346428, Russia. val@ioc.ac.ru.|Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, 119991, Russia. val@ioc.ac.ru.
authors.forename: Valentine P
authors.initials: VP
authors.lastname: Ananikov
keywords: 2,5-diformylfuran; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxyl; electrochemistry; oxidation; synthetic methods