16979-20-7

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 106-49-0 p-toluidine 
• 33863-77-3 N-(4-methylbenzyl)-4-methylaniline 
• 589-18-4 4-Methylbenzyl alcohol 
• 99-99-0 1-methyl-4-nitrobenzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 150-13-0 4-amino-benzoic acid 
• 619-66-9 4-Carboxybenzaldehyde 
• 104-84-7 para-methylbenzylamine 

Downstream Products

• 138714-64-4 (3R,4S)-3-Phenyl-1,4-di-p-tolyl-azetidin-2-one 
• 103589-02-2 2,3-dihydro-2-(4-methylphenyl)-3-(4-methylphenyl)benzoquinazolin-4(1H)-one 
• 126134-20-1 (3S,4S)-3-Phenyl-1,4-di-p-tolyl-azetidine-2-selone 
• 77014-38-1 N,N'-[1,2-bis(4-methylphenyl)-1,2-ethanediylidene]bis-4-methylbenzenamine 
• 76043-22-6 meso-1,3,4,5-tetrakis(4-methylphenyl)-imidazolidin-2-one 
• 76043-22-6 (dl)-1,3,4,5-tetrakis(4-methylphenyl)-imidazolidin-2-one 
• 6876-65-9 N-(4-methylphenyl)-2-phenylacetamide 
• 104-87-0 4-methyl-benzaldehyde 
• 138714-64-4 (3S,4S)-3-Phenyl-1,4-di-p-tolyl-azetidin-2-one 
• 33863-77-3 N-(4-methylbenzyl)-4-methylaniline 
• 501-60-0 1,2-di(p-tolyl)diazene 
• 1263433-12-0 C₂₁H₂₄N₂O 

Relevant academic research and scientific papers

Tandem imine formationviaauto-hydrogen transfer from alcohols to nitro compounds catalyzed by a nanomagnetically recyclable copper catalyst under solvent-free conditions

A direct imination reaction was developed by tandem reaction of alcohols and nitro compounds in the presence of Cu-isatin Schiff base-γ-Fe2O3as a nanomagnetically recyclable catalyst under solvent-free conditions. By this method, various imines were prepared in good to high yields from one-pot reaction of various alcohols (primary aromatic and aliphatic) and nitro compounds (aromatic and aliphatic)viaan auto-hydrogen transfer reaction. Use of an inexpensive and easily reusable catalyst, without requiring any additives or excess amounts of benzyl alcohol as the reaction solvent are the other advantages of this method. This catalytic system has the merits of cost effectiveness, environmental benignity, excellent recyclability and good reproducibility.

Adsorption-driven self-sorting of dynamic imine libraries

Differences in adsorption among the components of complex mixtures play a role in separations, surface-based sensing, and heterogeneous catalysis, and have been implicated in theories of the origin of life. Herein, we consider mixtures of imines and we show that if such complex mixtures are also dynamic - that is, if their components equilibrate among themselves - then they can dramatically simplify in composition during the course of column chromatography. As they travel down the column, imines continuously trade their aldehyde and amine constituents, favoring the formation of molecules with extremes of polarity at the expense of species with intermediate polarities. Iterative application of this principle leads to simplification of imine libraries containing up to 16 members into 4 major products.

Method for preparing asymmetric imine or asymmetric secondary amine compound through photocatalysis

The invention relates to a method for preparing asymmetric imine or asymmetric secondary amine compounds through photocatalysis. According to the method, under the conditions of illumination and inert gas, different types of photocatalysts supported by cocatalysts are selected, so that an aromatic alcohol compound and an aromatic amino compound can react to obtain the asymmetric imine compound or the asymmetric secondary amine compound. The method can be used for replacing the existing mature organic synthesis process, is mild in condition and high in selectivity, has universality and is suitable for industrial production.

Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization

A gold(I) autotandem catalysis protocol is reported for the de novo synthesis of densely substituted pyrazolines and dihydropyridines from the corresponding imine derivatives in a highly regioselective fashion via a one-pot aza-enyne metathesis/6π-electrocyclization sequence. The substituents on the nitrogen atom of the imine perfectly control the reaction pathways from the pivotal 1-azabutadiene intermediate; thus, carbazates were converted into pyrazolines via 6π-electrocyclization of α,β-unsaturated hydrazones, while aryl imines provided dihydropyridines via 6π-electrocyclization of 3-azahexatrienes.

Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl3 Catalyst

An efficient InCl3-catalyzed sequential reaction of aromatic amines, aromatic aldehydes and functionalized alkynes leading to the formation of new quinoline derivatives exhibiting significant fluorescence activities is described. The photophysi

NHC-assisted Ni(II)-catalyzed acceptorless dehydronation of amines and secondary alcohols

A novel catalytic system including NiCl2-NHC ligand precursor has been developed for the preparation of imines from amines and ketones from alcohols. Owing to the acceptorless dehydrogenation pathway for this reaction, the hydrogen gas is liberated as a by-product. The active catalyst is generated in situ by the reaction of nickel (II) chloride, bis (imidazolium) chlorides and potassium tert-butoxide. The products were obtained in good to excellent yields and a wide variety of amines and ketones were applied successfully in this protocol.

Hydrogenation and: N-Alkylation of anilines and imines via transfer hydrogenation with homogeneous nickel compounds

The nickel-catalyzed N-Alkylation of a variety of arylamines via transfer hydrogenation in the absence of pressurized hydrogen and basic or acidic additives was achieved in a tandem reaction. This process was further extended to the CN bond reduction and N-Alkylation of a variety of imines with ethanol, the latter acting as a hydrogen and acetaldehyde source, which allowed for the reduction and subsequent condensation to yield the corresponding N-Alkylated products.

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.

Cobalt-Catalyzed Dehydrogenative Coupling of Amines into Imines

Primary amines have been subjected to an acceptorless dehydrogenative homo- and heterocoupling into imines with a cobalt catalyst. The catalytically active species are composed of cobalt nanoparticles, which are generated in situ by heating Co2(CO)8 in the presence of trioctylphosphine oxide as a surfactant. The nanoparticles have been characterized by transmission electron microscopy where the image showed spherical and small particles with a narrow size distribution. The catalyst can be recovered and used again with essentially no effect on the yield. The catalyst can also be used for the dehydrogenative coupling of alcohols and amines into imines.

The Divergent Cascade Reactions of Arylalkynols with Homopropargylic Amines or Electron-Deficient Olefins: Access to the Spiro-Isobenzofuran- b-pyrroloquinolines or Bridged-Isobenzofuran Polycycles

Two divergent cascade reactions of arylalkynols with homopropargylic amines or electron-deficient olefins were developed to synthesize the spiro-isobenzofuran-b-pyrroloquinolines or bridged-isobenzofuran heterocycles in good yields, respectively. One reaction actually involved intramolecular 5-endo-dig hydroamination cyclization-protonation of homopropargylic amines to give cycloiminium ions and intramolecular 5-exo-dig hydroalkoxylation cyclization of arylalkynols to generate isobenzofuran with exocyclic double bond, followed by the nontypical Povarov-type reaction in the presence of PtCl2/FeCl3 cocatalysts. The other underwent intramolecular hydroalkoxylation cycloisomerization of alkynols with the subsequent normal [4 + 2] cycoaddition with dienophiles. Herein, the arylalkynols acted as both "masked" electron-rich olefins and "masked" electron-rich dienes.