25557-96-4

Upstream product

• 558-30-5 2-methyl-1,2-epoxypropane 
• 103-71-9 phenyl isocyanate 
• 591-50-4 iodobenzene 
• 124-38-9 carbon dioxide 
• 127832-84-2 2-methyl-1-(phenylamino)propan-2-ol 
• 62-53-3 aniline 
• 62371-23-7 N-Methallyl-N-phenylcarbamidsaeureethylester 
• 91131-41-8 1-chloro-2-phenylcarbamoyloxy-2-methyl-propane 

Relevant academic research and scientific papers

Carbon dioxide-based facile synthesis of cyclic carbamates from amino alcohols

We report herein a straightforward general method for the synthesis of cyclic carbamates from amino alcohols and carbon dioxide in the presence of an external base and a hydroxyl group activating reagent. Utilizing p-toluenesulfonyl chloride (TsCl), the reaction proceeds under mild conditions, and the approach is fully applicable to the preparation of various high value-added 5- and 6-membered rings as well as bicyclic fused ring carbamates. DFT calculations and experimental results indicate a SN2-type reaction mechanism with high regio-, chemo-, and stereoselectivity.

Conversion of Carbon Dioxide into Oxazolidinones Mediated by Quaternary Ammonium Salts and DBU

A straightforward method to construct oxazolidinones through a three-component reaction involving CO2, epoxides, and amines promoted by a combination of Bu4NI and 1,8-diazabicyclo[5.4.0]undec-7-ene was developed. A wide range of aromatic and aliphatic amines and monosubstituted epoxides were converted into 3,5-disubstituted-2-oxazolidines in up to 95 % yield. This metal-free and easily available catalytic system was applicable to a broad range of substrates, including conventionally challenging ones such as aliphatic epoxides, at atmospheric pressure. Preliminary mechanistic studies suggested a reaction pathway involving β-amino alcohols.

Transformation of Carbon Dioxide into Oxazolidinones and Cyclic Carbonates Catalyzed by Rare-Earth-Metal Phenolates

Rare-earth-metal complexes stabilized by amine-bridged tri(phenolato) ligands were developed, and their activities in catalyzing transformations of CO2 were studied. A series of terminal epoxides and challenging disubstituted epoxides were converted into the respective cyclic carbonates in the presence of CO2 in yields of 58 to 96 %. In addition, these rare-earth-metal complexes also showed good activities in catalyzing three-component reactions of anilines, epoxides, and CO2, which generated 5-substituted-3-aryl-2-oxazolidines in yields of 48 to 96 %, as a useful strategy to construct oxazolidinones.

Synthesis of Oxazolidinones from Epoxides and Isocyanates Catalyzed by Rare-Earth-Metal Complexes

Rare-earth-metal complexes stabilized by an amino-bridged triphenolate ligand showed high efficiency in catalyzing the cycloaddition of isocyanates and epoxides in the presence of NBu4I under mild conditions. This strategy is applicable to both

Copper-Catalyzed One-Pot Synthesis of N -Aryl Oxazolidinones from Amino Alcohol Carbamates

An efficient sequential intramolecular cyclization of amino alcohol carbamates followed by Cu-catalyzed cross-coupling with aryl iodides under mild conditions has been developed. The reaction occurred in good yields and tolerated aryl iodides containing functionalities such as nitriles, ketones, ethers, and halogens. Heteroaryl iodides and substituted amino alcohol carbamates were also well tolerated.

Cycloaddition Reaction of Heterocumulenes with Oxiranes Catalyzed by an Organotin Iodide-Lewis Base Complex

Organotin halide-Lewis base complexes are versatile catalysts for the cycloaddition of heterocumulenes with oxiranes and afford good yields of five-membered heterocyclic compounds under mild and neutral conditions.The catalysts are sufficiently active tha

Cyclization Reactions of β,γ-Unsaturated Derivatives of Carbonic Acid. II. Reactions of β,γ-Unsaturated Carbamic Acid Esters with Electrophilic Reagents - Synthesis of N-Substituted Oxazolidine-2-ones

N,N-Disubstituted β,γ-unsaturated urethans have been cyclized to N-substituted oxazolidine-2-ones by dry hydrogen chloride in methylene chloride.The N-substituted urethan 1a reacts with hydrogen chloride to form the urethan 2a and the 2-oxazoline 3.Reacti