95969-90-7

Upstream product

• 111-92-2 dibutylamine 
• 84452-21-1 2-hydroxy-4-phenyl-3-butynenitrile 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 102-82-9 tributyl-amine 
• 761-65-9 N,N-dibutylformamide 

Relevant academic research and scientific papers

Copper-Catalyzed Carbamoylation of Terminal Alkynes with Formamides via Cross-Dehydrogenative Coupling

An efficient approach for direct carbamoylation of terminal alkynes with formamides affording propiolamides has been developed by copper-catalyzed oxidative cross coupling of C(sp)-H and C(sp2)-H bonds in the presence of a pincer ligand with tw

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Herein we report the conversion of 4-Acyl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This mild reaction condition allows wider functionality tolerance that includes halides, carboxylates, or alkenes. The synthetic utility of this methodology is further demonstrated by the late-stage modification of complex molecules.

Palladium-Catalyzed Oxidative N-Dealkylation/Carbonylation of Tertiary Amines with Alkynes to α,β-Alkynylamides

The first highly effective Pd/C-catalyzed oxidative N-dealkylation/carbonylation of various aliphatic as well as cyclic tertiary amines with alkynes has been described. The selective sp3 C-N bond activation of tertiary amines at the less steric side using O2 as a sole oxidant and a plausible reaction pathway for the reaction are discussed. The general and operationally simple methodology provides an alternative for the synthesis of a wide range of alk-2-ynamide derivatives under mild conditions. The present protocol is ecofriendly and practical, and it shows significant recyclability.

Synthesis of 2-ynamides by direct palladium-catalyzed oxidative aminocarbonylation of alk-1-ynes

A novel synthesis of 2-ynamides (3) by palladium-catalyzed oxidative aminocarbonylation of alk-1-ynes (1) is reported. Reactions are catalyzed by PdI2/KI and are carried out at 100°C in dioxane as the solvent in the presence of dialkylamines (2) as nucleophiles (amine/alk-1-yne molar ratio=1/1) using a 4/1 CO/air mixture (20 atm total pressure at 25°C).

2-HYDROXY-4-PHENYL-3-BUTYNENITRILE IN SELECTIVE OXIDATION

The oxidation of 2-hydroxy-4-phenyl-3-butynenitrile with active manganese(IV) oxide is accompanied by the intermediate formation of the unstable 2-oxo-4-phenyl-3-butynenitrile, in which the cyano group is substituted by the residue of the nucleophile present in the reaction.The reaction of 2-hydroxy-4-phenyl-3-butynenitrile with secondary amines in absolute ether is accompanied by isomerization to 2-oxo-4-phenyl-3-butenenitrile with subsequent substitution of the cyano group by the amino group.