A tunable precious metal-free system for selective oxidative esterification of biobased 5-(hydroxymethyl)furfural

Abstract

Oxidative esterification of biomass-derived 5-(hydroxymethyl) furfural (HMF) and furfural and their derivatives has been performed using a simple MnO2/NaCN system.

Heterogeneous additive‐free highly selective synthesis of 2,5‐bis(hydroxymethyl)furan over catalysts with ultra‐low Pt content

“…The discovery of so‐called ‘platform’ chemicals derived from biomass gave rise to a wide field of science focused on the development of processes for their conversion into valuable organic compounds. One of the bioavailable molecules is 5‐hydroxymethylfurfural (5‐HMF), originally derived from cellulose 1–4 . The great interest in 5‐HMF is due to the wide range of products obtained from it.…”

The Increasing Value of Biomass: Moving From C6 Carbohydrates to Multifunctionalized Building Blocks via 5‐(hydroxymethyl)furfural

“…A significant drawback of this approach is side oxidation of the hydroxymethyl group, which leads to formation of FFCA esters or FDCA. [30,33] Organocatalytic oxidative esterification of HMF in the presence of alcohols catalyzed by imidazolium carbenes [34] or sodium cyanide (the Corey-Gilman-Ganem oxidation) [35] can be used to avoid over-oxidation and afford the desired HMFCA esters in good yields. HMFCA may also be obtained from HMF through Cannizzaro reaction; [36] however, an obvious drawback of this approach is stoichiometric formation of a 2,5-bis(hydroxymethyl)furan as a by-product.…”

Atom‐economic Approach to the Synthesis of α‐(Hetero)aryl‐substituted Furan Derivatives from Biomass

“…[1][2][3][4][5][6][7][8][9] Wellstudied directions include the reduction of furanics to potential biofuels and oxidation to monomer and material precursors. [10][11][12][13][14][15][16][17][18][19][20] Importantly, there are some examples of more significant modifications and functionalizations of HMF with excellent practical potential. [19,[21][22][23][24][25][26] One of the problems in the synthetic application of HMF is that the introduction of substituents at the alpha-position of the furan ring of HMF often requires the elimination of alpha carbon atoms.…”