1220102-59-9

Upstream product

• 100-52-7 benzaldehyde 
• 108-18-9 diisopropylamine 
• 1066-54-2 trimethylsilylacetylene 
• 16169-88-3 1-phenylprop-2-ynyl acetate 
• 75-20-7 calcium carbide 

Downstream Products

• 1220102-63-5 N,N-dibenzyl-1-phenylprop-2-yn-1-amine 

Relevant academic research and scientific papers

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.

Acetylide Ion (C22-) as a synthon to link electrophiles and nucleophiles: A simple method for enaminone synthesis

Friendly competition: A three-component reaction system composed of calcium carbide, an aryl aldehyde, and an amine gave enaminones or propargylamines (see picture) in a predictable manner through competitive pathways. The system enables the cost-efficient synthesis of a variety of enaminones from readily accessible small molecules and demonstrates the versatility of the acetylide ion, which can be used to bridge electrophiles and nucleophiles. Copyright

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.

New five-coordinate Ru(ii) phosphoramidite complexes and their catalytic activity in propargylic amination reactions

The first five-coordinate, square-pyramidal ruthenium complexes of the general formula [RuCl2(PPh3)2L] have been prepared, where L is a phosphoramidite ligand. The new complexes were employed as catalysts for the amination

Copper(I)-catalyzed substitution reactions of propargylic amines: Importance of C(sp)-C(sp3) bond cleavage in generation of iminium intermediates

Substitution reactions of propargylic amines proceed in the presence of copper(I) catalysts. Mechanistic studies showed that C(sp)?C(sp3) bond cleavage assisted by nitrogen lone-pair electrons is essential for the reaction, and the resulting iminium intermediates undergo amine exchange, aldehyde exchange, and alkyne addition reactions. Because iminium intermediates are key to aldehyde?alkyne?amine (A3) coupling reactions, this transformation is effective not only for reconstruction of propargylic amines but also for chiral induction of racemic compounds in the presence of chiral catalysts.