The “one-pot” synthesis of 2,5-diformylfuran, a promising synthon for organic materials in the conversion of biomass

Efficient route for the construction of polycyclic systems from bioderived HMF

“…For this purpose, HMF was oxidized to 2,5-diformylfuran (DFF, 5) by a recyclable system containing 4-acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate ([Pip*(O)][BF 4 ]) in ionic liquid media in a 95% yield. 47 The reaction of dialdehyde 5 with two equivalents of diethylamine or morpholine, followed by the treatment with sodium triacetoxyborohydride as a reducing agent, led to the corresponding tertiary amine 10 or 11, respectively, in a high yield (80% or 98%). Derivatives 10 and 11 interacted in a similar way with maleimide, followed by the hydrogenation of the cycloadducts.…”

A fully bio-based polyimine vitrimer derived from fructose

“…1). Green synthesis of FDC from fructose has been an active research area in recent years, [22][23][24][25] in particular studies describing a one-pot synthesis using recyclable catalysts. 22,25 Direct green synthesis of FDC from HMF is also a blooming research topic in green chemistry.…”

Facile Chemical Access to Biologically Active Norcantharidin Derivatives from Biomass

“…HMF was obtained from natural carbohydrates (cellulose or fructose), and was isolated in a pure crystalline form, as described previously ( Scheme 2 ) [ 24 , 25 ]. DFF was synthesized by oxidation of HMF using a recyclable catalyst [Pip’(O)][BF 4 ] (4-acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate) in ionic liquid media, according to the previously developed method [ 26 ]. In order to obtain amine-based building blocks, the reductive amination of DFF with mono- and disubstituted amines was implemented ( Scheme 2 ).…”