10431-95-5

Upstream product

• 194935-56-3 N-(2-bromoethyl)phenylacetamide 
• 23547-02-6 N-(2-chloroethyl)phenylacetamide 
• 1517-05-1 2-azidoethanol 
• 122-78-1 phenylacetaldehyde 
• 103-80-0 phenylacetyl chloride 
• 140-29-4 phenylacetonitrile 
• 141-43-5 ethanolamine 
• 645-54-5 2-phenylthioacetamide 
• 1943-83-5 2-chloroethyl isothiocyanate 
• 103-82-2 phenylacetic acid 

Downstream Products

• 31879-42-2 2-benzoyl-4,5-dihydrooxazole 
• 6269-99-4 N-(2-hydroxyethyl)-2-phenylacetamide 

Relevant academic research and scientific papers

Hexaalkylguanidinium salts as ionic liquids - Applications in titanium and aluminium alcoholate assisted synthesis

The solubility of titanium and aluminium alcoholates and of titanium tetrakis(trimethylsilanolate) in several hexaalkylguanidinium-based room temperature ionic liquids was screened. The solvent/solute combinations which displayed the highest alcoholate solubility and stability were applied as Lewis-acidic catalytic media for several dehydrating cyclocondensations: lactamisation of ω-aminocarboxylic acids, direct amidation of carboxylic acids, synthesis of oxazolines from carboxylic acids and 2-aminoethanol, lactonisation of 6-hydroxyhexanoic acid, and Paal-Knorr synthesis of pyrroles.

A SIMPLE SYNTHESIS OF Δ2-OXAZOLINES, Δ2-OXAZINES, Δ2-THIAZOLINES AND Δ2-IMIDAZOLINES

Carboxylic acids react with amino alcohols, amino mercaptans or diamines in the presence of triphenylphosphine, CCl4 and tert. bases to afford in 50-75percent yield the corresponding Δ2-oxazolines, Δ2-oxazines, Δ2-thiazolines and Δ2-imidazolines.

Facile one-pot synthesis of 2-oxazoline

We developed a facile one-pot synthesis of 2-oxazolines from carboxylic acid and 2-chloroethyl isocyanate, involving amide bond formation and a following intramolecular cyclization using 4-dimethylaminopyridine as the catalyst. A large variety of functional groups are well tolerated by the mild reaction conditions to afford diverse 2-oxazolines in good to excellent yields. This reaction will keep the chirality of the isocyanate at position 1, the R2 substituted carbon. Microwave-assisted synthesis can further enhance the reaction yield and reduce the reaction time to 5 min. This method facilities the synthesis of 2-oxazolines for diverse applications, such as 2-oxazoline derived polymers and materials.

Ultrasound-Accelerated, Concise, and Highly Efficient Synthesis of 2-Oxazoline Derivatives Using Heterogenous Calcium Ferrite Nanoparticles and Their DFT Studies

A rapid and operationally simple approach for synthesising biologically relevant 2-oxazoline derivatives has been developed through highly efficient ultrasound-promoted coupling reactions of thioamides and amino alcohols using calcium ferrite nanoparticles as heterogeneous catalysts. The major advantage of using ultrasound irradiation lies in the drastic reduction of reaction time as compared with conventional stirring. Furthermore, quantum chemical investigations for the synthesised 2-oxazoline derivatives have been carried out at the DFT/B3LYP/6-311 + G (d, p) level of theory to predict the optimized geometry. The molecular properties such as bond lengths, bond orders, Milliken charges, frontier molecular orbitals, global reactivity descriptors, molecular electrostatic potential map, and thermodynamic parameters of all the compounds have also been reported at the same level of theory.

Benzyne-mediated trichloromethylation of chiral oxazolines

A three-component reaction between benzyne, oxazolines and chloroform was developed for the synthesis of trichloromethylated chiral oxazolidines. Benzyne not only serves as an electrophile towards oxazolines but also acts as a base for the deprotonation of chloroform. The dual functions of benzyne enable the trichloromethylation of chiral oxazolines and thus construct chiral N,O-quaternary stereocenters.

Microwave-Assisted Synthesis of 2-Aryl-2-oxazolines, 5,6-Dihydro-4H-1,3-oxazines, and 4,5,6,7-Tetrahydro-1,3-oxazepines

The first general procedure for the synthesis of 5- to 7-membered cyclic iminoethers by microwave-assisted cyclization of ω-amido alcohols promoted by polyphosphoric acid (PPA) esters is presented. 2-Aryl-2-oxazolines and 5,6-dihydro-4H-1,3-oxazines were efficiently prepared using ethyl polyphosphate/CHCl3. Trimethylsilyl polyphosphate in solvent-free conditions allowed for the synthesis of hitherto-unreported 4,5,6,7-tetrahydro-1,3-oxazepines. The method involves good to excellent yields and short reaction times.The reaction mechanism and the role of PPA esters were investigated in a chiral substrate.

Novel polyolefin oil catalyst and applications thereof

The invention relates to a novel polyolefin oil catalyst and applications thereof, and discloses a novel polyolefin catalyst and a preparation method thereof. Specifically, a catalyst system is disclosed and comprises complexes of iron, cobalt, nickel, pa

CuCl-catalyzed radical cyclisation of N-α-perchloroacyl-ketene-N,S- acetals: A new way to prepare disubstituted maleic anhydrides

The copper-catalyzed radical cyclization (RC) of N-α-perchloroacyl cyclic ketene-N,X(X=O, NR, S)-acetals was studied. While the RC of N-acyl ketene-N,O-acetals was unsuccessful, the 5-endo cyclization of the other ketene acetals provided much better results, with the following order of cyclization efficiency: hexa-atomic cyclic ketene-N,NR-acetalspenta-atomic cyclic ketene-N,S-acetalshexa-atomic cyclic ketene-N,S-acetals. Invariably the catalytic cycle begins with the formation of a carbamoyl methyl radical. This leads to a cascade of reactions, including a radical polar crossover step, which ends with the formation of the maleimide nucleus, or precursors of this. Products from the RC of the hexa-atomic cyclic ketene-N,S-acetals, were efficiently transformed into disubstituted maleic anhydrides.

Efficient oxidative conversion of aldehydes to 2-substituted oxazolines and oxazines using (diacetoxyiodo)benzene

An efficient synthesis of 2-substituted oxazolines from aldehydes and 2-amino alcohol using (diacetoxyiodo)benzene as an oxidant, is reported. (Diacetoxyiodo)benzene acts as a mild dehydrogenating agent to convert the initially formed oxazolidine from ald

One-step conversion of aldehydes to oxazolines and 5,6-dihydro-4H-1,3-oxazines using 1,2- and 1,3-azido alcohols

The reactions of 1,2- and 1,3-hydroxy azides with aldehydes under acidic conditions were examined. A variety of Lewis acids were examined, of which BF3·OEt2 was found the most convenient. Trimethylsilyl ether derivatives of the alcohols could also be reacted using trimethylsilyl triflate as the promoter. Twenty-five examples that proceed in moderate to quantitative yields are reported.