67449-75-6

Upstream product

• 98-01-1 furfural 
• 105-56-6 ethyl 2-cyanoacetate 
• 2460-44-8 β-D-xylopyranoside 
• 617-89-0 furan-2-ylmethanamine 
• 98-00-0 (2-furyl)methyl alcohol 

Downstream Products

• 85460-04-4 (E)-ethyl 3-(5-bromofuran-2-yl)-2-cyanoacrylate 
• 5410-94-6 β-(5-Nitrofur-2-yl)-α-cyanacrylsaeureethylester 
• 87736-68-3 4-furfurylidene-1-phenyl-2-thioxoimidazolidin-5-one 
• 110830-18-7 (5Z)-5-(furan-2-ylmethylene)-2-thioxoimidazolidin-4-one 
• 95644-03-4 4-Amino-5-[1-furan-2-yl-meth-(E)-ylidene]-6-oxo-2-thioxo-1,2,5,6-tetrahydro-pyridine-3-carbonitrile 
• 106763-21-7 4-(2-furyl)-2-phenyl-1,3-butadiene-1,1-dicarbonitrile 
• 77198-30-2 1-amino-2,6-dicyano-6-ethoxycarbonyl-3-phenyl-5-(2-furyl)-1,3-cyclohexadiene 
• 129014-31-9 4-Amino-1-(2-ethyl-phenyl)-3-[1-furan-2-yl-meth-(E)-ylidene]-5-(4-oxo-4,5-dihydro-thiazol-2-yl)-3H-pyridine-2,6-dione 
• 137470-07-6 5-Amino-3-cyano-7-furan-2-yl-2-phenyl-6,7-dihydro-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester 
• 171071-02-6 6-(4-Amino-phenyl)-4-furan-2-yl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 
• 77607-74-0 4-(furan-2-yl)-2-oxo-6-phenyl-1,2-dihydropyridine-3-carbonitrile 
• 171071-01-5 4-Furan-2-yl-2-oxo-6-p-tolyl-1,2-dihydro-pyridine-3-carbonitrile 
• 77607-75-1 4-Furan-2-yl-6-(4-methoxy-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 
• 31701-09-4 ethyl α-cyano-β-(2-furyl)hydrocinnamate 

Relevant academic research and scientific papers

Control of degradation reactions during radical functionalization of polypropylene in the melt

Isotactic polypropylene (iPP) gives very extensive degradation when treated with peroxides above its melting temperature in mechanical mixers or extruders. This undesired reaction is very modestly affected by maleate molecules which on the contrary actively compete with side reactions of macroradicals in the case of ethylene polymers. In this work iPP was treated in a Brabender mixer at 180°C with peroxide and different selected molecules capable of promptly reacting with the macroradical formed on iPP chain and converting it into a more stable free radical. Furan derivatives, successfully used for iPP cross-linking without any remarkable increase of MFR, were used as free radical removers and maleic anhydride as functionalizing monomer. The results indicate a detectable improvement with respect to the use of maleic monomers and peroxide only, allowing to us get a significant grafting of functional groups and only partial degradation. Moreover, furan derivatives bearing various reactive substituents were used as functionalizing molecules. The results are discussed in the frame of the general mechanism proposed for the free radical functionalization of polyolefin in the melt.

Ammonium chloride catalyzed Knoevenagel condensation in PEG-400 as ecofriendly solvent

A simple and selective green methodology has been successfully developed for Knoevenagel condensation in polyethylene glycol-400 using 10 mol % ammonium chloride as catalyst. The method is applicable to a wide range of aromatic, heteroaromatic and α,β-unsaturated aldehydes. The reactions have been found to be clean and free from the formation of the Michael adduct.

Silica bonded N-(propylcarbamoyl)sulfamic acid (SBPCSA) as a highly efficient and recyclable solid catalyst for the synthesis of Benzylidene Acrylate derivatives: Docking and reverse docking integrated approach of network pharmacology

A green approach has been developed for the synthesis of a series of benzylidene acrylate 3(a-p) from differently substituted aromatic/heterocyclic aldehydes and ethyl cyanoacetate in excellent yields (90–98%), and employing silica bonded N-(Propylcarbamoyl)sulfamic acid as a recyclable catalyst under solvent-free condition. The molecular structure of compounds 3b, 3d and 3i were well supported by single-crystal X-ray crystallographic analysis. The present protocol bears wide substrate tolerance and is believed to be more practical, efficient, eco-friendly, and compatible as compared to existing methods. In-silico approaches were implemented to find the biochemical and physiological effects, toxicity, and biological profiles of the synthesized compounds to determine the expected biological nature and confirm a drug-like compound. A molecular docking study of the expected biologically active compound was performed to know the hypothetically binding mode with the receptor. Also, reverse docking is applied to recognize receptors from unknown protein targets for drug-like compounds to explain poly-pharmacology and binding postures with different receptors.

Johnson-Corey-Chaykovsky fluorocyclopropanation of double activated alkenes: Scope and limitations

Johnson-Corey-Chaykovsky fluorocyclopropanation of double activated alkenes utilizing S-monofluoromethyl-S-phenyl-2,3,4,5-tetramethylphenylsulfonium tetrafluoroborate is an efficient approach to obtain a range of monofluorocyclopropane derivatives. So far, fluoromethylsulfonium salts have displayed the broadest scope for direct fluoromethylene transfer. In contrast to more commonly used fluorohalomethanes or freon derivatives, diarylfluoromethylsulfonium salts are bench stable, easy-to use reagents useful for the direct transfer of a fluoromethylene group to alkenes giving access to the challenging products-fluorocyclopropane derivatives. Interplay between the reactivity of the starting materials and stability of the fluorocyclopropanes formed determines the outcome of the process.

Oxidative Olefination of Benzylamine with an Active Methylene Compound Mediated by Hypervalent Iodine (III)

Hypervalent iodine-mediated oxidative olefination of amines with an active methylene compound provides a rapid gateway towards the formation of electrophilic alkenes under mild reaction conditions in good to excellent yields. This is an efficient protocol for the preparation of substituted electrophilic alkenes.

Amino Acid Amide based Ionic Liquid as an Efficient Organo-Catalyst for Solvent-free Knoevenagel Condensation at Room Temperature

Abstract: Ionic liquids of amino acid amide were synthesized and used as an efficient catalyst for solvent-free Knoevenagel condensation. Synthesized ionic liquids are an environmentally benign, inexpensive, metal free and plays the dual role of solvent as well as an efficient catalyst for Knoevenagel condensation. A wide range of aliphatic, aromatic and heteroaromatic aldehydes easily undergo condensation with malononitrile and ethyl cyanoacetate. The reaction proceeds at room temperature without using any organic solvent and is very fast with good to excellent yield. Additionally, the catalyst is easily separable and recyclable without loss of activity. Graphic Abstract: [Figure not available: see fulltext.].

Nmp-based ionic liquids: Recyclable catalysts for both hetero-Michael addition and Knoevenagel condensation in water

A series of novel N-methyl piperidine (Nmp)-based ionic liquids with 1,2-propanediol group are synthesized and used as catalysts for both hetero-Michael addition of α,β-unsaturated amides and Knoevenagel condensation at room temperature in water; and all the examined substrates could be transformed into corresponding products in good to excellent yields. Meanwhile IL-catalyzed hetero-Michael addition of α,β-unsaturated amides in water has not been reported in the previous literatures. Additionally, the catalyst is recyclable for the two reactions. This finding provides a green catalyst for both hetero-Michael addition of α,β-unsaturated amides and Knoevenagel condensation in water.

Covalently anchored tertiary amine functionalized ionic liquid on silica coated nano-Fe3O4 as a novel, efficient and magnetically recoverable catalyst for the unsymmetrical Hantzsch reaction and Knoevenagel condensation

A novel magnetic nanoparticle supported basic ionic liquid was successfully prepared by covalently anchoring 1-(2′-piperidyl)ethyl-3-(3-propyltriethoxysilane)imidazolium chloride onto the surface of silica-coated Fe3O4 nanoparticles, and characterized by FT-IR, TEM, XRD, TGA, VSM and elemental analysis. The obtained supported ionic liquid was certified as a versatile and robust catalyst for the unsymmetrical Hantzsch reaction and Knoevenagel condensation under solvent-free conditions. Furthermore, the catalyst could be conveniently recovered by an external magnet and reused six times without significant loss of catalytic activity.

Knoevenagel condensation catalyzed by novel Nmm-based ionic liquids in water

A series of novel N-methyl morpholine (Nmm) based ionic liquids with 1,2-propanediol group were synthesized and used as catalysts for Knoevenagel condensation at room temperature in water. Under the effect of the catalyst, various aldehydes or aliphatic ketones could react with a wide range of activated methylene compounds well, including malononitrile, alkyl cyanoacetate, cyanoacetamide, β-diketone, barbituric acid, 2-arylacetonitrile and thiazolidinedione. Furthermore, most of the products could be separated just by filtrating and washing with water. Additionally, the catalyst is recyclable and applicable for the large-scale synthesis.

Microwave assisted urea-acetic acid catalyzed knoevenagel condensation of ethyl cyanoacetate and 1,3-Thiazolidine-2,4-dione with aromatic aldehydes under solvent free condition

Knoevengel condensation reaction of various aromatic aldehydes with ethyl cyanoacetate and 1,3-thiazolidinone-2,4-diones catalyzed by urea-acetic acid under solvent free condition where olefinic products were obtained in high yield within short reaction time.