1190286-96-4

Upstream product

• 124-38-9 carbon dioxide 
• 4626-58-8 benzyl(but-2-yn-1-yl)amine 
• 100-46-9 benzylamine 

Relevant academic research and scientific papers

Construction of the Oxazolidinone Framework from Propargylamine and CO2 in Air at Ambient Temperature: Catalytic Effect of a Gold Complex Featuring an L2/Z-Type Ligand

The metal-catalyzed carboxylation of propargylamines with aerial CO2 at room temperature to form 5-methyleneoxazolidin-2-one derivatives has been developed. In this reaction, the catalyst [Au(dpbF)]X featuring a Z-type ligand gave the best results, presumably due to the σ-acceptance of the borane atom.

Mechanistic Aspects of the Carboxylative Cyclization of Propargylamines and Carbon Dioxide Catalyzed by Gold(I) Complexes Bearing an N-Heterocyclic Carbene Ligand

The carboxylative cyclization of a range of propargylic amines using carbon dioxide (CO2) is promoted by IPr-gold(I) (IPr = 1,3-bis(2,6-diisopropylphenyl)-imidazol-2-ylidene) complexes to afford (Z)-5-alkylidene-2-oxazolidones in methanol under mild conditions, even in the absence of additives such as silver salts and bases. Investigation of the substrate scope shows that the catalytic performance is markedly retarded by the introduction of aromatic substituents at the alkyne terminus. The formation of alkenylgold(I) complexes as catalytic intermediate models is demonstrated by the treatment of methyl- and phenyl-substituted propargylamines with AuOH(IPr) under a CO2 atmosphere. A comparison of the reactivity of the alkenylgold(I) complexes clearly indicates that the alkenyl ligand attached to an alkyl group at the α position is more susceptible to protonolysis compared with that attached to a phenyl group. These results and kinetic experiments corroborate a catalytic cycle that involves the nucleophilic attack of carbamate at the C-C triple bond bound to the Au center and its subsequent protodeauration to release the cyclic urethane products.

NHC-Gold(I) complexes as effective catalysts for the carboxylative cyclization of propargylamines with carbon dioxide

NHC-gold(I) complexes promote carboxylative cyclization of a range of propargylic amines to afford (Z)-5-alkylidene-1,3-oxazolidin-2-ones in methanol under neutral and mild conditions. The highly active and robust catalyst permits CO2 utilization under a mixed gas atmosphere containing CO or H 2. As a key intermediate, a new alkenylgold(I) complex was successfully identified from a stoichiometric reaction of Au(OH)(IPr) and 1-methylamino-2-butyne in THF. The methanol solvent influences the formation of catalytically active cationic gold species and facilitates protodeauration from the alkenylgold complex to release the cyclic urethane product due to in situ generation of methylcarbonic acid in the presence of CO2.

Binuclear Tridentate Hemilabile Copper(I) Catalysts for Utilization of CO2into Oxazolidinones from Propargylic Amines

Four binuclear tridentate copper(I) complexes were synthesized based on the trans effect of the hybrid ligands. The catalytic performance and behavior of the prepared copper(I) complexes were evaluated in the carboxylative cyclization of propargylic amine

Ambient Chemical Fixation of CO2 Using a Robust Ag27 Cluster-Based Two-Dimensional Metal–Organic Framework

Unprecedented double S2? templated Ag27 clusters have been stabilized by 5,10,15,20-tetra(4-pyridyl)porphyrin (TPyP-H2) ligands to afford a robust 2D metal–organic framework (Ag27-MOF). This silver cluster-assembled materi

Palladium-Catalyzed Carboxy-Alkynylation of Propargylic Amines Using Carbonate Salts as Carbon Dioxide Source

A palladium-catalyzed multicomponent reaction of propargylic amines, alkynyl bromides and cesium hydrogen carbonate to access oxazolidinones is reported. In contrast to previous reports, only a slight excess of cesium hydrogen carbonate is used as a surrogate of carbon dioxide. The reaction gives access to oxazolidinones bearing alkyl- and aryl polysubstituted enynes in good yield and very high E stereoselectivity.

Valorization of CO2: Preparation of 2-Oxazolidinones by Metal-Ligand Cooperative Catalysis with SCS Indenediide Pd Complexes

The capture and utilization of CO2 to prepare high-value compounds is very attractive chemically and highly desirable socially. Indenediide-based Pd SCS pincer complexes are shown here to promote the carboxylative cyclization of propargylamines

Carboxylative cyclization of propargylic amines with CO2 catalyzed by dendritic N-heterocyclic carbene-gold(I) complexes

We prepared several of a new type of dendritic N-heterocyclic carbene (NHC)-gold(I) complex. In particular, by employing an amphiphilic dendritic NHC-gold(I) complex having penta(ethylene glycol) units at the peripheral layer as a catalyst, the aqueous me

Synthesis of oxazolidinones by efficient fixation of atmospheric CO 2 with propargylic amines by using a silver/1,8-diazabicyclo[5.4.0] undec-7-ene (DBU) dual-catalyst system

This'll fix it: Efficient fixation of atmospheric CO2 has been achieved by the reaction of propargylic amines with a silver/DBU dual-catalyst system (see scheme). Various oxazolidinones were synthesized in moderate to good yields by using subst

Silver-catalyzed carbon dioxide incorporation and rearrangement on propargylic derivatives

A silver/DBU catalyst system was developed for the effective synthesis of cyclic carbonate and oxazolidinone from the reaction of CO2 with propargylic alcohols and propargylic amines, respectively, in high yields under mild conditions. It was f