5905-02-2

Upstream product

• 2527-99-3 methyl 5-bromo-2-furoate 
• 67-56-1 methanol 
• 98-01-1 furfural 
• 611-13-2 2-furoic acid methyl ester 

Relevant academic research and scientific papers

Oxidative coupling of 2-methyl furoate: A scalable synthesis of dimethyl 2,2'-bifuran-5,5'-dicarboxylate

We report an investigation of the homogeneous Pd-catalyzed oxidative homocoupling of methyl 2-furoate with molecular oxygen as oxidant. Conditions were identified that produce acceptable yield (11.4 %), good selectivity (85 %) and ultra-high turn-over-frequency (TOF, 544 h?1). The product, dimethyl 2,2′-bifuran-5,5′-dicarboxylate, precipitates in nearly pure form upon cooling the reaction mixture. Kinetic and mechanistic investigations showed the reaction followed the so-called bimetallic mechanism.

Synthesis of [2,2’]Bifuranyl-5,5’-dicarboxylic Acid Esters via Reductive Homocoupling of 5-Bromofuran-2-carboxylates Using Alcohols as Reductants?

Herein, we describe an environmentally benign and cost-effective protocol for the synthesis of valuable bifuranyl dicarboxylates, starting with α-bromination of readily accessible furan-2-carboxylates by LiBr and K2S2O8. Furthermore, the bromination intermediate product 5-bromofuran-2-carboxylates were then conducted in a palladium-catalyzed reductive homocoupling reactions in the presence of alcohols to afford bifuranyl dicarboxylates. One of the final products in this protocol, [2,2’]bifuran-5,5’-dicarboxylic acid esters, are essential monomers of poly(ethylene bifuranoate), which can be served as an green and versatile alternative polymer for traditional poly(ethylene terephthalate) that is currently common in technical plastics.

FUNCTIONALIZED BIFURAN AND SYNTHESIS THEREOF

A 5,5'-Di-(protected)-2,2' -bifuran: wherein each R1 is independently an unsubstituted or substituted 5- or 6-member 1,3-dioxo-2-y1 ring radical. Processes for making the bifuran include coupling 2-(protected)-furfural. Processes for using the bifuran include deprotection, functionalization, and/or polymerization to form a polyester. The polyester can be a renewable, high-performing polyester offering a combination of low cost of production, high sustainability, and excellent performance.

Ni(0)-TRIALKYLPHOSPHINE COMPLEXES. EFFICIENT HOMO-COUPLING CATALYST FOR ARYL, ALKENYL, AND HETEROAROMATIC HALIDES.

Bis(trialkylphosphine)nickel(0) generated in situ from bis(trialkylphosphine)nickel(II) chloride was found to be an effective catalyst for a homo-coupling of aryl, alkenyl, or heteroaromatic halides with zinc powder. The catalytic reaction proceeded very well in NMP or HMPA solvent under mild conditions to afford dehalogenative-coupling products in good yields.