B-Containing Hydrotalcites Effectively Catalyzed Synthesis of 3-(Furan-2-yl)acrylonitrile Derivatives via the Knoevenagel Condensation

MANCIPE, SONIA; CASTILLO, JUAN-CARLOS; BRIJALDO, MARÍA H.; LÓPEZ, VIVIANA P.; ROJAS, HUGO; MACÍAS, MARIO A.; PORTILLA, JAIME; ROMANELLI, GUSTAVO P.; MARTÍNEZ, JOSÉ J.; LUQUE, RAFAEL

ACS Sustainable Chemistry & Engineering

ACS

Año: 2022

2168-0485

5-Hydroxymethylfurfural (HMF) is a well-known platform chemical derivative from biomass. Herein, we described7 the application of boric acid deposited on hydrotalcite as a catalyst in the Knoevenagel reaction of HMF derivatives and active8 methylene compounds to afford new HMF derivatives containing an acrylonitrile moiety under solvent-free conditions. The boric9 acid incorporation method on hydrotalcite conditioned the yields obtained because the aluminum substitution by boron atoms can10 modify the acidity of these solids. The Knoevenagel adduct structure (3a) was studied and confirmed by X-ray crystallography. This11 protocol synthesis features operational simplicity, short reaction times, high yields, good to excellent (E)-isomer selectivity, and low12 catalyst loading. Remarkably, the catalyst could be simply recovered and reused up to five cycles without appreciable loss of catalytic13 activity.