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Upstream product

• 110-89-4 piperidine 
• 536-74-3 phenylacetylene 
• 3218-36-8 4-Phenylbenzaldehyde 
• 1151979-76-8 N-(p-phenyl-selenobenzoyl)piperidine 
• 98-03-3 thiophene-2-carbaldehyde 

Relevant academic research and scientific papers

Gold Nanoparticles Supported on Imidazole-Modified Bentonite: Environmentally Benign Heterogeneous Catalyst for the Three-Component Synthesis of Propargylamines in Water

Gold nanoparticles supported on imidazole-modified bentonite, Bent@Im@Au NPs, has been developed for the first time as an effective heterogeneous catalyst for the synthesis of propargylamines under mild reaction conditions in water at a loading of 0.07 mol % of Au. Various techniques such as X-ray diffraction, high-resolution transmission electron microscopy, Fourier transform infrared spectroscopy, and element mapping by scanning electron microscopy were used to determine the physicochemical properties of the catalysts. The new gold catalyst was found to be highly active providing high to excellent yields of A3 coupling products via the reactions of various aldehydes, having electron-withdrawing as well as electron-donating substituents, with different amines and alkynes. The catalysts can be easily recovered and reused without significant loss of activity and the recycled catalyst was characterized.

Ag2CO3-catalyzed efficient synthesis of internal or terminal propargylicamines and chalcones via A3-coupling under solvent-free condition

Several simple, fast and practical protocols have been developed to synthesize internal or terminal propargylamines and chalcones via A3-coupling reaction of aldehydes, amines, and alkynes catalyzed by an easily available catalyst Ag2CO3 under solvent-free condition. The reaction proceeded smoothly to deliver various products in good-to-excellent yields with good functional group tolerance. Gram-scale preparation, bioactive molecule synthesis and asymmetric substrates have been demonstrated. Furthermore, plausible mechanisms for the synthesis of different products have been proposed.

Heterocyclic thiolates and phosphine ligands in copper-catalyzed synthesis of propargylamines in water

The product obtained by reaction of deprotonation of 2-mercaptobenzothiazole or methimazole (2-mercapto-1-methylimidazole) with copper iodide in the presence of tertiary phosphines, PR2R' (R = R' = cyclohexyl; R = R' = phenyl; R = phenyl, R' = methyl) showed high catalytic activity in A3 coupling of a series of aldehydes with phenylacetylene and piperidine, yielding propargylamines. An investigation into the nature of active species carried out mainly by electrospray ionization mass spectrometry (ESI-MS) techniques underscores a crucial role played by organosulfur and organophosphorus compounds in the generation of active species responsible for these reactions. The coupling reactions were successfully carried out at low catalyst loadings in water/THF (20:1) and in relatively short reaction times. The scope of the reaction was also investigated with 20 examples.

Caffeine gold complex supported on magnetic nanoparticles as a green and high turnover frequency catalyst for room temperature A3 coupling reaction in water

A new heterogeneous catalyst derived from gold (III) and supported on caffeine-coated magnetic nanoparticles, Fe3O4@Caff-Au, has been prepared and characterized using different techniques. This magnetic gold composite shows high catalytic activity in A3 coupling reactions of terminal alkynes, aldehydes and secondary amines. Using this green catalyst, propargylamines are obtained in high turnover frequency in short reaction times using water as solvent at room temperature. This stable and ready accessible catalyst can be easily recycled magnetically for at least nine consecutive runs without significant loss of activity and with slight aggregation of Au species.

Expeditious and highly efficient synthesis of propargylamines using a Pd-Cu nanowires catalyst under solvent-free conditions

A heterogeneous Pd-Cu NWs-catalyzed expeditious and solvent-free synthesis of propargylamines via A3-coupling of aldehydes, alkynes, and amines has been proposed. A wide range of aldehydes, alkynes and amine substrates undergo A3-coupling to produce propargylamines in good to excellent yields with good functional tolerance, such as that towards alkoxy, hydroxy, C-X (X?=?F, Cl, Br) as well as amide and C=C bonds. Furthermore, the catalyst could be recovered easily and reused for at least 5?cycles without showing significant loss of catalytic activity.

New method for synthesis of propargylamine compound

The invention relates to a new method for synthesis of a propargylamine compound. The method is characterized by: under a solvent-free condition, taking Ag2CO3 as the catalyst, using terminal alkyne,aldehyde and amine as starting materials, and carrying out efficient and rapid reaction at 60-110DEG C by "one-pot method" to synthesize a propargylamine compound.

Iron oxide modified with pyridyl-triazole ligand for stabilization of gold nanoparticles: An efficient heterogeneous catalyst for A3 coupling reaction in water

Fe3O4 nanoparticles were modified with pyridyl-triazole ligand and the new magnetic solid was applied for the stabilization of very small and uniform gold nanoparticles. The resulting magnetic material, Fe3O4@PT

The first cobalt-catalyzed transformation of alkynyl C-H Bond: Aldehyde-alkyne-amine (A3) Coupling

The first highly effective cobalt-catalyzed reaction of terminal alkynes was developed. The reaction of alkynes with aldehyde and amine generated a diverse range of propargyl amines in excellent yields by this method. Georg Thieme Verlag Stuttgart New York.

Copper(0)-induced deselenative insertion of N,N-disubstituted selenoamides into acetylenic C-H bond leading to propargylamines

Upon heating at 110 °C in the presence of copper(0) powder, terminal acetylenes undergo a novel deselenative C-H bond insertion reaction of N,N-disubstituted selenoamides, affording the corresponding propargylamines in good to excellent yields, selectivel

An efficient synthesis of propargylamines via C-H activation catalyzed by copper(I) in ionic liquids

A readily available copper(I) catalyst, in an ionic liquid, can effect three-component coupling of aldehydes, amines and alkynes to generate propargylamines in high yields. The Royal Society of Chemistry 2005.