13060-72-5

Upstream product

• 98-01-1 furfural 
• 106-49-0 p-toluidine 
• 70-55-3 toluene-4-sulfonamide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 98-00-0 (2-furyl)methyl alcohol 

Downstream Products

• 893681-04-4 Furan-2-yl-p-tolylamino-acetonitrile 
• 1165779-62-3 N-(1-(furan-2-yl)-2-phenylethyl)-4-methylbenzenamine 
• 944476-04-4 N-[1-(furan-2-yl)but-3-enyl]-4-methylbenzeneamine 
• 745818-55-7 4-furan-2-yl-8-methyl-2,3,3a,4,5,9b-hexahydro-furo[3,2-c]quinoline 
• 1448989-21-6 (2-furyl)-N-(4-methylphenyl)aminomethylphosphonic acid 
• 1378426-66-4 diphenyl (2-furyl)(4-methylphenylamino)methylphosphonate 
• 67638-27-1 3r-benzyloxy-4c-furan-2-yl-1-p-tolyl-azetidin-2-one 
• 3139-27-3 N-((furane-2-yl)methyl)-4-methylbenzeneamine 

Relevant academic research and scientific papers

Palladium meditated CPhenyl-H bond activation of 2-furylimines versus tert-2-furylbenzylamines

The reactions of 2-furylimines 2a-f and Na2PdCl4 in the presence of NaOAc at 8-10°C result in nitrogen-palladium coordinated complexes 3a-f. Reduction of 2d-f with NaBH4 followed by N-methylation leads to the corresponding tert-2-furylbenzylamines 5a-c. Treatment of 5a-c with Na2PdCl4 at the same reaction condition as mentioned above affords palladacycles 6a-c where the Pd atoms connect to the phenyl ring rather than the furyl ring. The fact that 5a-c are more active than 2d-f in CPhenyl-H bond activation implies that the electron density of C10 or C8 atom in former is higher than those in latter. Compounds 3a-f, 5a-c, 6a-c were identified by elemental analysis, IR and NMR. In addition, the structures of 3b, 3f and 6c were also confirmed by their single crystal X-ray diffractions.

Ionic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C?N, C?S, and C?C Bond Formation

We report the tetramethyl ammonium hydroxide catalyzed oxidative coupling of amines and alcohols for the synthesis of imines under metal-free conditions by utilizing oxygen from air as the terminal oxidant. Under the same conditions, with ortho-phenylene diamines and 2-aminobenzenethiols the corresponding benzimidazoles and benzothiazoles were obtained. Quinoxalines were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, the conditions were then extended to the synthesis of quinoline building blocks by reaction of 2-amino benzyl alcohols either with 1-phenylethan-1-ol or acetophenone derivatives. The formation of C?N, C?S and C?C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcohols including heteroaryl alcohols reacted smoothly and provided the desired products. The mild reaction conditions, commercially available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

Rational Design of Cobalt-Platinum Alloy Decorated Cobalt Nanoparticles for One-Pot Synthesis of Imines from Nitroarenes and Aldehydes

Developing high-performance heterogeneous catalysts for one-pot reductive amination reactions is critically important for pharmaceutical and agrochemical synthetic industries. In this work, N-doped carbon nanotubes supported CoPt alloy decorated Co nanoparticles (NPs) are successfully fabricated. As a consequence, the resultant catalyst exhibits desirable activity, selectivity and stability toward the one-pot synthesis of imines. More importantly, the extensive experimental studies and density function theory (DFT) calculations results reveal that the high catalytic activity of the catalyst is mainly due to the co-existence of CoPt alloy NPs and Co NPs with Co?Nx active sites. The high selectivity of imines could be ascribed to the following aspects: (1) competitively preferred adsorption of nitroarenes to avoid side-hydrogenation of aldehydes; (2) weakened adsorption of imines to minimize its over-hydrogenation. This work may provide a promising direction and strategy to design high-performance reductive amination catalysts for industrial applications.

One-pot solvothermal synthesized CoS2@MoS2 nanocomposites for selective reduction coupling reaction to synthesize imines

Selective reduction coupling of nitroaromatics and aldehydes for imines synthesis has been investigated by using a series of bifunctional CoS2@MoS2 catalysts prepared by one-pot solvothermal method. Under optimal Co/Mo ratio of 0.75 and preparation temperature (180 °C), CoS2@MoS2–180-0.75 catalyst shows 96.5% nitrobenzene conversion, 93.0% imine selectivity and good versatility for substituted nitrobenzene and different aldehydes under mild conditions (60 °C, 1.5 MPa H2). The characterizations reveal that high nitroaromatics hydrogenation activity and good selectivity are mainly due to the formation of CoMoS phase, the coupling reaction between aniline derivatives and aldehydes is achieved by the appropriate acidity of CoS2@MoS2 nanocomposites.

Dimethyl (2-Furyl)-N-(2-Methoxyphenyl)Aminomethylphosphonate Induces Apoptosis in Esophageal Squamous Cancer Cells. Structure Versus Activity of its Selected Analogs

Cytotoxicities of several new aminophosphonic compounds bearing 2-furyl moiety 2b-d and 3a-c on KYSE 30, 150, and 270 esophageal cancer cell lines are reported here. The qualitative study on correlations between the structure and cytotoxic activity of fur

Synthesis of new N-arylamino(2-furyl)methylphosphonic acid diesters, and in vitro evaluation of their cytotoxicity against esophageal cancer cells

N-Furfurylideneanilines and N-arylamino(2-furyl)methylphosphonates with tolyl and anisyl moieties were synthesized by the addition of phosphites to azomethine bond of corresponding Schiff bases and their NMR spectroscopic properties were investigated. The

Phytotoxicity of new furan-derived aminophosphonic acids, N -Aryl furaldimines and 5-nitrofuraldimine

The aim of this work was to synthesize selected furaldimines and their aminophosphonic derivatives and evaluation the phytotoxicity of new obtained products according to OECD 208 Guideline. Four Schiff bases, N-furfurylidene-p-anisidine (1a), N-furfurylid

Chitosan: A highly efficient renewable and recoverable bio-polymer catalyst for the expeditious synthesis of α-amino nitriles and imines under mild conditions

Commercial chitosan-without any post-modification with active Bronsted or Lewis acid centers-was found to be a highly efficient renewable and recoverable bio-polymer catalyst for the rapid and convenient synthesis of α-amino nitriles or imines from aromatic aldehydes and amines under mild reaction conditions at room temperature in high to quantitative yields. The α-amino nitrile derivatives were prepared through the Strecker reaction using trimethylsilyl cyanide (TMSCN) and catalyzed by chitosan as a heterogeneous bifunctional organocatalyst.

1-Butyl-1-methylpyrrolidinium hydrogen sulfate-promoted preparation of 1,5-diaryl-3-(arylamino)-1H-pyrrol-2(5H)-one derivatives

A convenient preparative approach for synthesis of various 1,5-diaryl-3-(arylamino)-1H-pyrrol-2(5H)-ones promoted by 1-butyl-1- methylpyrrolidinium hydrogen sulfate is developed which involves cyclocondensation of aldehydes with amines and ethyl pyruvate under ambient conditions. Graphical abstract: A convenient preparative approach for synthesis of various 1,5-diaryl-3-(arylamino)-1H-pyrrol-2(5H)-ones promoted by 1-butyl-1-methylpyrrolidinium hydrogen sulfate is developed which involves cyclocondensation of aldehydes with amines and ethyl pyruvate under ambient conditions.[Figure not available: see fulltext.]

Solvent-free addition reaction of allylzinc bromide and aldimines

(Chemical Equation Presented) Barbier-type allylation of aldimines with allylzinc bromide took place rapidly under solvent-free conditions. The procedure is environmentally benign and operationally simple, has good regioselectivity, and gives good to exce