120474-86-4

Upstream product

• 98-01-1 furfural 
• 62-53-3 aniline 
• 98-00-0 (2-furyl)methyl alcohol 
• 4439-56-9 N-(furan-2-ylmethyl)aniline 

Downstream Products

• 88745-05-5 5-Amino-2-furan-2-yl-1-phenyl-1,2-dihydro-pyrrole-3,3,4-tricarbonitrile 
• 144661-27-8 N-[1-(2-furyl)-3-butenyl]phenylamine 
• 20364-43-6 4-phenyl-2-(thiophen-2-yl)quinoline 
• 4439-56-9 N-(furan-2-ylmethyl)aniline 
• 31136-73-9 2-(furan-2-yl)-2-(phenylamino)acetonitrile 
• 144434-16-2 Phenyl-(2,2,2-trifluoro-1-furan-2-yl-ethyl)-amine 
• 86863-74-3 2-Benzyloxy-3-furan-2-yl-3-phenylamino-propan-1-ol 
• 79388-23-1 methyl 3-(furan-2-yl)-2,2-dimethyl-3-(phenylamino)propanoate 
• 497845-55-3 ethyl 4,4-difluoro-5-(2-furyl)-3-oxo-5-phenylamino-pentanoate 
• 354552-07-1 2-methyl-4-N-phenylamino-4-(2-furyl)butene-1 
• 853193-26-7 5-phenyl-6,6-difluoro-5a,6-dihydro-3aH-cyclopropa[b]furo[2,3-c]-pyrrol-4(5H)-one 

Relevant academic research and scientific papers

Stereoselective synthesis of α-alkylidene β-oxo amides by palladium-catalyzed carbonylation

A direct method to obtain α-alkylidene β-oxo amides by the palladium-catalyzed carbonylation of α-chloro ketones in the presence of aromatic imines has been described. The methodology can be applied to a variety of C-aryl imines bearing N-aryl or N-alkyl substituents. The entire process is highly stereoselective and affords the α-alkylidene β-oxo amides only as (Z) isomers. A mechanistic hypothesis involving an acyl-β-lactam intermediate has also been proposed.

Reductive amination of furfural over Me/SiO2-SO3H (Me: Pt, Ir, Au) catalysts

Gold, platinum and iridium colloids were supported on sulfonic acid-functionalized silica and were employed for the reductive amination of furfural. The catalysts were characterized by N2-physisorption at 77 K, X-ray diffraction, H2

Nickel Complexes Bearing N,N,O-Tridentate Salicylaldiminato Ligand: Efficient Catalysts for Imines Formation via Dehydrogenative Coupling of Primary Alcohols with Amines

Treatment of salicylaldiminato ligand L1H-L2H (L1H = 2,4-di-tert-butyl-6-((quinolin-8-ylimino)methyl)phenol; L2H = 2,4-di-tert-butyl-6-(((2-(diethylamino)ethyl)imino)methyl)phenol) with Ni(OAc)2·4H2O in refluxing ethanol afforded nickel complexes [(L1)Ni(OAc)] (1) and [(L2)Ni(OAc)] (2), respectively. Reaction of L3H (L3H = (2,4-di-tert-butyl-6-(((2-(pyridin-2-yl)ethyl)imino)methyl)phenol)) with Ni(OAc)2·4H2O in the presence of excess triethylanmine gave the dual ligands coordinated nickel complex [(L2)2Ni] (3). Complexes 1-3 were well characterized by high-resolution mass spectrometry, infrared spectroscopy, elemental analysis, and X-ray diffraction analysis. All the three Ni(II) complexes exhibited efficient activity and good selectivity in the acceptorless dehydrogenative coupling of alcohols and amines to produce imines and diimines. The present protocol provides an atom-economical and sustainable route for the synthesis of various imine derivatives by employing an earth-abundant nickel salt and easily prepared salicylaldiminato ligands.

A Highly Selective Manganese-Catalyzed Synthesis of Imines under Phosphine-Free Conditions

An efficient and highly selective phosphine-free NN-manganese(I) complex catalyst system was developed for the acceptorless dehydrogenative coupling of alcohols with amines to form imines. The coupling reactions underwent at 3 mol % catalyst loading, and a large range of alcohols and amines with diverse functional groups was applied, including challenging diol and diamine. The target imine products were obtained in good to excellent yields. The present work provides an alternative method to construct highly active nonprecious metal complex catalysts based on phosphine-free ligands.

Ruthenium-Catalyzed C-H Arylation and Alkenylation of Furfural Imines with Boronates

A Ru0-catalyzed direct C-H arylation and alkenylation of furfural imines with aryl- or alkenyl-boronates, in the presence of benzylideneacetone as a sacrificial hydride acceptor, is disclosed. This reaction provides access, after hydrolysis, to C3-arylated or vinylated furfural derivatives, and thus valorizes these relevant building-blocks obtained from lignocellulosic biomass. This approach, involving C-H activation by a Ru0/RuII, cycle offers several advantages, notably simple, mild and neutral reaction conditions.

Singleton inhibitors of sumoylation enzymes and methods for their use

According to the embodiments described herein, a SUMOylation inhibitor compound comprising a singleton scaffold is provided. In some embodiments, a method for inhibiting a SUMOylation enzyme in a cell is provided. Such a method may include administering a

Synthesis of cucurbitine derivatives: facile straightforward approach to methyl 3-amino-4-aryl-1-methylpyrrolydine-3-carboxylates

A general three- or four-step synthesis of cis- and trans-substituted cucurbitine (3-aminopyrrolidine-3-carboxylic acid) derivatives from methyl 2-nitroacetate is reported. The first step utilizes a Knoevenagel condensation with five different aromatic imines or their corresponding aldehydes to form (Z/E)-mixtures of α-nitro acrylates. The second step gives rise to the pyrrolidine-core structures of the title compounds by a 1,3-dipolar cycloaddition reaction using an azomethine ylide. The last step consists of reduction of the nitro group to yield both diastereoisomers of the corresponding 4-aryl cucurbitine methyl esters.

Antifungal and cytotoxic activities of some N-substituted aniline derivatives bearing a hetaryl fragment

Diverse N-substituted anilines bearing hetaryl fragments were easily prepared from corresponding aldimines derived from commercially available aromatic aldehydes and anilines. 2-Furyl substituted anilines showed very good antifungal activities against dermatophytes, particularly against Trichophyton rubrum (MIC = 3.12-6.25 μg/mL). In addition, all active compounds, 45-47, 73, and 74, were tested for cytotoxic activities against breast (MCF-7), lung (H-460), and central nervous system (SF-268) human cancer cell lines with the NCI-anticancer-drug screen. The activity of amines described in this paper, along with the low toxicity of most of them, shows promise for the future development of non-toxic new antimycotic agents.

Synthetic and mechanistic studies of indium-mediated allylation of imines in ionic liquids

(Chemical Equation Presented) Aldimines derived from aryl and non-enolizable aliphatic aldehydes were allylated with allyl bromide mediated by indium powder in [bpy][BF4] (bpy = N-butylpyridine) to give good yields of the corresponding homoallylic amines. Selective formation of monoallylated amines can be achieved by varying the amount of bromide ion additive in the form of [bpy][Br]. The transient organoindium intermediates, allylindium-(I) and allylindium(III) dibromide formed in the reaction, were studied by NMR spectroscopy to explain the selectivity.

An efficient synthesis of isoindolo[2,1-a]quinoline derivatives via imino Diels-Alder and intramolecular Diels-Alder reactions with furan

The straightforward synthesis of new isoindolo[2,1-a]quinoline derivatives from 2,4-disubstituted 1,2,3,4-tetrahydroquinolines bearing a furan fragment via the intramolecular Diels-Alder reaction is reported. The synthesis of key precursors was realized w