112474-32-5

Upstream product

• 2651-82-3 phenyl-carbamic acid-(β,β'-dichloro-isopropyl ester) 
• 185384-36-5 N-(tert-butoxycarbonyl)-N-(prop-2-ynyl)aniline 
• 15332-75-9 (2-bromo-allyl)-phenyl-amine 
• 298-14-6 potassium hydrogencarbonate 
• 14465-74-8 N-phenyl-N-prop-2-ynylamine 
• 124-38-9 carbon dioxide 

Downstream Products

• 16938-99-1 <(carbomethoxy)phenylamino>acetone 

Relevant academic research and scientific papers

Copper-catalyzed cascade reactions of N-(2-bromoallyl)amines with KHCO 3 as the C1 source: An efficient process for the synthesis of oxazolidin-2-ones

A novel synthesis of oxazolidin-2-ones by carbamic acid formation and a subsequent copper-catalyzed intramolecular vinylation from N-(2-bromoallyl) amines and KHCO3 was developed. KHCO3 was used as a C1 source and base in this effici

Gold(I)-catalyzed formation of 5-methylene-1,3-oxazolidin-2-ones

A study concerning the gold(I)-catalyzed rearrangement of propargylic tert-butylcarbamates into 5-methylene-1,3-oxazolidin-2-ones is described. The mild reaction conditions employed allow the efficient synthesis of a variety of these structures, which wou

In Situ Generated Zinc(II) Catalyst for Incorporation of CO2 into 2-Oxazolidinones with Propargylic Amines at Atmospheric Pressure

Incorporation of CO2 into heterocyclic compounds (i.e., 2-oxazolidinones) under mild conditions, especially at atmospheric pressure still remains challenging. The mononuclear ZnII complex ZnCl2(TBD)2, where TBD=

Highly Efficient Conversion of Propargylic Amines and CO2 Catalyzed by Noble-Metal-Free [Zn116] Nanocages

The reaction of propargylic amines and CO2 can provide high-value-added chemical products. However, most of catalysts in such reactions employ noble metals to obtain high yield, and it is important to seek eco-friendly noble-metal-free MOFs catalysts. Here, a giant and lantern-like [Zn116] nanocage in zinc-tetrazole 3D framework [Zn22(Trz)8(OH)12(H2O)9?8 H2O]n Trz=(C4N12O)4? (1) was obtained and structurally characterized. It consists of six [Zn14O21] clusters and eight [Zn4O4] clusters. To our knowledge, this is the highest-nuclearity nanocages constructed by Zn-clusters as building blocks to date. Importantly, catalytic investigations reveal that 1 can efficiently catalyze the cycloaddition of propargylic amines with CO2, exclusively affording various 2-oxazolidinones under mild conditions. It is the first eco-friendly noble-metal-free MOFs catalyst for the cyclization of propargylic amines with CO2. DFT calculations uncover that ZnII ions can efficiently activate both C≡C bonds of propargylic amines and CO2 by coordination interaction. NMR and FTIR spectroscopy further prove that Zn-clusters play an important role in activating C≡C bonds of propargylic amines. Furthermore, the electronic properties of related reactants, intermediates and products can help to understand the basic reaction mechanism and crucial role of catalyst 1.

Non-Noble-Metal Metal-Organic-Framework-Catalyzed Carboxylative Cyclization of Propargylic Amines with Atmospheric Carbon Dioxide under Ambient Conditions

The coupling reaction of propargylic amines and carbon dioxide (CO2) to synthesize 2-oxazolidinones is an important reaction in industrial production, and yet harsh reaction conditions and noble-metal catalysts are often required to achieve high product yields. Herein, one novel noble-metal-free three-dimensional framework, [Mg3Cu2I2(IN)4(HCOO)2(DEF)4]n (1), assembled by magnesium and copper clusters was synthesized and applied to this reaction. Compound 1 displays excellent solvent stability. Importantly, 1, acting as heterogeneous catalyst, can highly catalyze the cyclization of propargylic amines with CO2 under atmospheric pressure at room temperature, which can be recycled at least five times without an obvious decrease of the catalytic activity. NMR spectroscopy, coupled with 13C-isotope- and deuterium-labeling experiments, clearly clarifies the mechanism of this catalytic system: CO2 was successfully captured and converted to the product of 2-oxazolidinones, the CC bond of propargylic amines can be effectively activated by 1, and proton transfer was involved in the reaction process. Density functional theory calculations are further conducted to uncover the reaction path and the crucial role of compound 1 during the reaction.

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

Regiospecific Introduction of Amino-alkene Functionality into 1,2,3-Triols, 1,3-Dihalogenopropan-2-ols, and 2,3-Dihalogenopropanols promoted by Fluoride Anion

Regiospecific transformations of 1,2,3-triol, 1,3-dihalogenopropan-2-ol, and 2,3-dihalogenopropanol derivatives into oxazolidin-2-ones and/or oxazol-2(3H)-ones promoted by fluoride anion are described.