TY - JOUR

T1 - A tunable precious metal-free system for selective oxidative esterification of biobased 5-(hydroxymethyl)furfural

AU - Kozlov, Kirill S.

AU - Romashov, Leonid V.

AU - Ananikov, Valentine P.

PY - 2019

Y1 - 2019

N2 - Oxidative esterification of biomass-derived 5-(hydroxymethyl) furfural (HMF) and furfural and their derivatives has been performed using a simple MnO 2/NaCN system. The developed method allows the selective one-pot transformation of HMF to dimethyl furan-2,5-dicarboxylate (FDME) in 83% isolated yield without the formation of a free acid. Simplification of FDME production provides the missing link for manufacturing sustainable value-added materials from biomass. Addition of water to the oxidative system allows fine-tuning of reaction selectivity to obtain the previously difficult-to-access pure methyl 5-(hydroxylmethyl)furan-2-carboxylate in one step directly from the unprotected HMF without chromatographic separation.

AB - Oxidative esterification of biomass-derived 5-(hydroxymethyl) furfural (HMF) and furfural and their derivatives has been performed using a simple MnO 2/NaCN system. The developed method allows the selective one-pot transformation of HMF to dimethyl furan-2,5-dicarboxylate (FDME) in 83% isolated yield without the formation of a free acid. Simplification of FDME production provides the missing link for manufacturing sustainable value-added materials from biomass. Addition of water to the oxidative system allows fine-tuning of reaction selectivity to obtain the previously difficult-to-access pure methyl 5-(hydroxylmethyl)furan-2-carboxylate in one step directly from the unprotected HMF without chromatographic separation.

UR - http://www.scopus.com/inward/record.url?scp=85067445943&partnerID=8YFLogxK

U2 - 10.1039/c9gc00840c

DO - 10.1039/c9gc00840c

M3 - Article

VL - 21

SP - 3464

EP - 3468

JO - Green Chemistry

JF - Green Chemistry

SN - 1463-9262

IS - 12

ER -