36057-82-6

Upstream product

• 110-89-4 piperidine 
• 16169-88-3 1-phenylprop-2-ynyl acetate 
• 75-20-7 calcium carbide 
• 100-52-7 benzaldehyde 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 23183-97-3 1-triethylsilyl-2-trimethylsilylacetylene 
• 5683-31-8 3-(trimethylsilyl)prop-2-ynoic acid 

Relevant academic research and scientific papers

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.

Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via 1,3-Dipolar Cycloaddition/C–N Coupling of Propargyl Alcohols/amines and Aryl Azides

1,4-Disubstituted 1,2,3-triazoles are prepared through the 1,3-dipolar cycloaddition of propargyl (alcohols/amines) and aryl azides in the presence of a mixture of Cu(OAc)2.H2O and NaAs as the catalyst. This method offers the advantages of mild experimental conditions, operational simplicity, and high-to-excellent reaction yields.

PROCESS FOR PRODUCING AN AMINOPROPYNE OR ENAMINONE

There is provided a process for producing an aminopropyne or an enaminone comprising the step of reacting a metal acetylide, an amine and a carbonyl-containing compound in the presence of a transition metal catalyst. There is also provided a process for producing an aminopropyne comprising the step of reacting a metal acetylide, an amine and a halide-containing compound in the presence of a transition metal catalyst at a reaction temperature of 50°C to 150°C. There are also provided processes to further synthesize the aminopropyne produced to obtain a butyneamine, another aminopropyne or a triazol.

Synthesis of functional acetylene derivatives from calcium carbide

AHA Erlebnis: CaC2, used to produce acetylene until several decades ago, is re-emerging as a cheap, sustainable resource synthesized from coal and lignocellulosic biomass. We report efficient catalytic protocols for the synthesis of functional acetylene derivatives from CaC2 through aldehyde, alkyne, and amine (AAA) as well as alkyne, haloalkane, and amine (AHA) couplings, and in addition demonstrate its use in click and Sonogashira chemistry, showing that calcium carbide is a sustainable and cost-efficient carbon source.

Isolation of a zwitterionic dienegold(III) Complex intermediate in the direct conversion of enyne-amines to cyclopentadienes

(Figure Presented) Golden ring: A route for the direct AuCl 3-catalyzed conversion of an enyne-amine into cyclopentadiene is reported. The mechanism for the catalysis is proposed and supported by a resting-state zwitterionic gold(III)cyclopentadiene structure (see figure).

Copper-catalyzed asymmetric propargylic substitution reactions of propargylic acetates with amines

(Chemical Equation Presented) Flexing your bipheps: Enantioselective propargylic substitution reactions of propargylic acetates with amines catalyzed by a copper-(R)-Cl-MeO-biphep or -binap complex give the corresponding propargylic amines in excellent yi