875296-43-8

Upstream product

• 25287-24-5 4-methoxy-N-(1-p-tolylethyliden)aniline 
• 122-00-9 para-methylacetophenone 
• 104-94-9 4-methoxy-aniline 
• 766-97-2 4-n-methylphenylacetylene 

Downstream Products

• 101283-15-2 5-methoxy-2-(4-methylphenyl)-1H-indole 
• 1067631-82-6 1-(4-methyl-2-(1-phenylethyl)phenyl)ethan-1-one 
• 1067631-67-7 1-[4-methyl-2-(2-phenylethyl)phenyl]ethanone 
• 1281850-54-1 N-{1-(2-n-hexyl-4-methylphenyl)ethyl}-4-methoxyaniline 

Relevant academic research and scientific papers

Olefin Hydroarylation Catalyzed by a Single-Component Cobalt(-I) Complex

A single-component Co(-I) catalyst, [(PPh3)3Co(N2)]Li(THF)3, has been developed for olefin hydroarylations with (N-aryl)aryl imine substrates. More than 40 examples were examined under mild reaction conditions to afford the desired alkyl-arene product in good to excellent yields. Catalysis occurs in a regioselective manner to afford exclusively branched products with styrene-derived substrates or linear products for aliphatic olefins. Electron-withdrawing functional groups (e.g., -F, -CF3, and -CO2Me) were tolerated under the reaction conditions.

Regioselective mercury(I)/palladium(II)-catalyzed single-step approach for the synthesis of imines and 2-substituted indoles

An efficient synthesis of ketimines was achieved through a regioselective Hg(I)-catalyzed hydroamination of terminal acetylenes in the presence of anilines. The Pd(II)-catalyzed cycliza-tion of these imines into the 2-substituted indoles was satisfactorily carried out by a C-H acti-vation. In a single-step approach, a variety of 2-substituted indoles were also generated via a Hg(I)/Pd(II)-catalyzed, one-pot, two-step process, starting from anilines and terminal acetylenes. The arylacetylenes proved to be more effective than the alkyl derivatives.

Manganese-Catalyzed C?H Annulation of Ketimines with Allenes: Stereoselective Synthesis of 1-Aminoindanes

A manganese-catalyzed C?H annulation of ketimines with poly-substituted ester-activated allenes toward the synthesis of 1-aminoindanes bearing two vicinal all-substituted carbon stereocenters and an exocyclic double bond was developed. The reaction featur

Decrypting Transition States by Light: Photoisomerization as a Mechanistic Tool in Br?nsted Acid Catalysis

Despite the wide applicability of enantioselective Br?nsted acid catalysis, experimental insight into transition states is very rare, and most of the mechanistic knowledge is gained by theoretical calculations. Here, we present an alternative approach (de

Solid Supported Chiral N-Picolylimidazolidinones: Recyclable Catalysts for the Enantioselective, Metal- and Hydrogen-Free Reduction of Imines in Batch and in Flow Mode

A new class of solid supported chiral imidazolidinone organocatalysts for the catalytic reduction of imines with trichlorosilane has been developed. Polystyrene proved to be a more effective support than silica in terms of both chemical and stereochemical

C-H activation/functionalization catalyzed by simple, well-defined low-valent cobalt complexes

A facile C-H activation and functionalization of aromatic imines is presented using low-valent cobalt catalysts. Using Co(PMe3)4 as catalyst we have developed an efficient and simple protocol for the C-H/hydroarylation of alkynes wit

Palladium-catalyzed condensation of N -aryl imines and alkynylbenziodoxolones to form multisubstituted furans

A palladium(II) catalyst promotes condensation of an N-aryl imine and an alkynylbenziodoxolone derivative to afford a multisubstituted furan, whose substituents are derived from the alkynyl moiety (2-position), the imine (3- and 4-positions), and the 2-iodobenzoate moiety (5-position), along with an N-arylformamide under mild conditions. The 2-iodophenyl group of the furan product serves as a versatile handle for further transformations. A series of isotope-labeling experiments shed light on the bond reorganization process in this unusual condensation reaction, which includes cleavage of the C-C triple bond and fragmentation of the carboxylate moiety.

Asymmetric hydrogenation of N-alkyl and N-aryl ketimines using chiral cationic Ru(diamine) complexes as catalysts: The counteranion and solvent effects, and substrate scope

Asymmetric hydrogenation of N-alkyl and N-aryl ketimines catalyzed by chiral cationic η6-arene-(N-monosulfonylated diamine) Ru(II) complexes has been investigated. Strong counteranion and solvent effects on the enantioselectivity were observed. The ruthenium catalyst bearing non-coordinating BArF- anion was found to be particularly effective for the hydrogenation of acyclic and exocyclic N-alkyl ketimines in the presence of (Boc)2O in dichloromethane or even under solvent-free conditions, providing chiral amines with up to >99% ee and full conversions. Alternatively, the ruthenium catalyst bearing achiral phosphate anion together with corresponding phosphoric acid as the additive was also efficient for the hydrogenation of N-alkyl ketimines in the absence of (Boc)2O with excellent enantioselectivities and full conversions. For N-aryl ketimines lower enantiomeric excesses were observed by using the ruthenium catalyst bearing BArF- anion. This catalytic protocol thus provides a facile and practical access to optically active amines and has been successfully employed in the gram-scale synthesis of enantiomerically pure (+)-sertraline.

The Reaction of Arylidenemalonodinitriles with 1-Arylethylideneaminobenzenes. A New Synthesis of 5'-Amino-1,1':3',1''-terphenyl-2',6'-dicarbonitriles

The reaction of arylidenemalonodinitriles with a variety of acetophenone anils leading to 5'-amino-1,1':3',1''-terphenyl-2',6'-dicarbonitriles has been investigated.The mechanism of the exchange reaction between arylidenemalonodinitriles and 1-arylethylid