434935-80-5

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 536-74-3 phenylacetylene 
• 62-53-3 aniline 
• 622-37-7 Phenyl azide 
• 2362-79-0 N-(4-chlorobenzylidene)aniline 

Downstream Products

• 1236-90-4 2-(4-chlorophenyl)-4-phenylquinoline 
• 1018968-30-3 C₂₁H₁₆ClN 

Relevant academic research and scientific papers

Triazole-gold (TAAu) catalyzed three-component coupling (A3 reaction) towards the synthesis of 2, 4-disubstituted quinoline derivatives

A gold-catalyzed three-component coupling reaction (A3 reaction) was developed as an efficient approach for the synthesis of challenging 2, 4-disubstituted quinoline derivatives. Compared to previously reported Cu/Au bi-catalyst system, this protocol enables achieving A3 reaction only in the presence of triazole-gold catalyst. Notably, 4-alkyl substituted or 2-alkyl substituted quinoline derivatives were obtained with good yields, which highlighted the unique advantage of this new strategy.

1,2-addition of phenylacetylene to aldimines catalyzed by InCl 3/CuCl in water under Barbier conditions

A new and efficient method for the preparation of various propargylamines has been achieved by the simple Barbier-Grignard-type reaction of phenylacetylene with a variety of ald-imines under aqueous conditions, catalyzed by a bimetallic In-Cu system. Geor

A novel efficient method for synthesis of propargylamines via three-component coupling of aryl azide, aldehyde, and alkyne promoted by iron-iodine-copper(I) bromide

A novel, efficient method has been developed for the synthesis of propargylamines through a three-component coupling of aryl azides, aldehydes, and alkynes in the presence of iron-iodine-copper(I) bromide as catalyst. This method is the first example for directly using aryl azides as an amino component in a three-component coupling reaction. Some of the major advantages of this protocol are: good yields, the involvement of a less-expensive and non-toxic catalyst, mild reaction conditions, and a wide range of substrates.

Sequential catalytic process: synthesis of quinoline derivatives by AuCl3/CuBr-catalyzed three-component reaction of aldehydes, amines, and alkynes

A sequential catalytic process has been developed based on gold-catalyzed nucleophilic addition of terminal alkynes to imines, and gold-catalyzed intramolecular reaction of aromatic ring to alkynes. This one-pot reaction of aldehydes, amines, and alkynes gives quinoline derivatives in good yields.

A facile solvent-free one-pot three-component Mannich reaction of aldehydes, amines and terminal alkynes catalysed by CuCl2

A solventless Mannich condensation of aldehydes, amines, and terminal alkynes catalysed by 10 mol% of CuCl2 was investigated. The components were simply mixed and heated together under vacuum, without any need of solid-support or solvent. This results in the formation of Mannich products in high yields.

Polymer-bound pyridine-bis(oxazoline). Preparation through click chemistry and evaluation in asymmetric catalysis

A pyridine-bis(oxazoline) ligand was efficiently immobilized by copper(I)-catalyzed azidealkyne cycloaddition onto a polystyrene resin. The so obtained click-pybox resin la was associated with various metal salts (YbCl 3, LuCl3, CuOTf) and the resulting resin-bound catalysts were explored in ring-opening of cyclohexene oxide, silylcyanation of benzaldehyde and alkynylation of imines. These new polymer-supported catalysts exhibit good to excellent performances in terms of catalytic activity, enantioselectivity and recyclability.

Highly efficient Grignard-type imine additions via C-H activation in water and under solvent-free conditions

A highly effective Cu-Ru catalyzed addition of terminal alkynes to imines via C-H activation has been achieved in water or under solvent-free conditions.