19052-01-8

Upstream product

• 618-36-0 rac-methylbenzylamine 
• 404942-46-7 [(3aS,8aR)-3-(4-methylbenzoyl)-3,3a,8,8a-tetrahydro-2H-indenol[1,2-d][1,3]oxazol-2-ylidene]cyanamide 
• 874-60-2 4-methyl-benzoyl chloride 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 106-38-7 para-bromotoluene 
• 36930-95-7 2,2,2-trichloro-1-(4-methylphenyl)ethanone 
• 589-18-4 4-Methylbenzyl alcohol 
• 17279-30-0 (S)-(-)-α-methylbenzylamine hydrochloride 
• 1485-74-1 N-(S)-α-methylbenzyl-O-benzoyl hydroxylamine 
• 1370291-57-8 potassium trifluoro(4-methylbenzoyl)borate 
• 106-42-3 para-xylene 
• 10277-86-8 (R)-1-phenylethylamine hydrochloride 
• 17537-45-0 N-(p-methylbenzoyl)-α-methylbenzyl amine 
• 100-42-5 styrene 

Downstream Products

• 3756-40-9 (S)-(-)-α-phenethyl bromide 
• 1459-14-9 (R)-(1-bromoethyl)benzene 
• 104-85-8 para-methylbenzonitrile 

Relevant academic research and scientific papers

Fluorinated solvent-assisted photocatalytic aerobic oxidative amidation of alcoholsviavisible-light-mediated HKUST-1/Cs-POMoW catalysis

Considering the irreplaceable importance of photocatalytic functionalization reactions and the widespread attention paid to the use of metal-organic frameworks, especially their modified variants, for this purpose in recent years, different types of HKUST-1/POMoW composites were prepared through the immobilization of a series of Keggin-type polyoxometalates (POMs; POW = H3PW12O40, POMo = H3PMo12O40, and POMoW = H3PMo6W6O40) on HKUST-1 as a metal-organic framework (HKUST-1; Cu3(1,3,5-benzenetricarboxilicacid)2). Then, to produce HKUST-1/Cs-POM, the substitution of H+cations with Cs+ones as counter cations was carried out. The prepared composites were fully characterized with the PXRD (powder X-ray diffraction), FT-IR (Fourier transform infrared spectroscopy), BET and BJH (sorption of N2), TGA (thermo-gravimetric analysis), SEM (scanning electron microscopy), EDX (energy dispersive X-ray), TEM (transmission electron microscopy), UV-vis DRS (diffuse reflectance UV-vis spectroscopy), photoluminescence (PL) spectroscopy and ICP-AES (inductively coupled plasma atomic emission spectroscopy) techniques. The great importance?of the amide functional group and the attractiveness of photocatalytic oxidative functionalization?reactions led us to study the formation of this functional group using the prepared catalytic system in line with our previous research in this field. The HKUST-1/Cs-POMoW composite showed a raised photocatalytic performance compared to the discrete components, HKUST-1 and Cs-POMs, in aerobic oxidative amidation of alcohols under illumination with visible light, owing to the presence of catalytically active Cs-POMs deposited on the MOF particles. Besides, the combination of composite components mitigated the recombination rate of the electron-hole pairs, raising its photocatalytic activity. The attractiveness of fluorine solvents for oxidation reactions has led to the study of their role in the efficiency of oxidative amidation of alcohols and their significant effect on the efficiency of the process has been confirmed. The Cu-MOF/POM catalyst showed excellent stability during the reaction, and no significant decrease in its ability was observed during five consecutive cycles.

CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes

A CuH-catalyzed enantioselective hydroamidation reaction of vinylarenes has been developed using readily accessible 1,4,2-dioxazol-5-ones as electrophilic amidating reagents. This method provides a straightforward and efficient approach to synthesize chiral amides in good yields with high levels of enantiopurity under mild conditions. Moreover, this transformation tolerates substrates bearing a broad range of functional groups.

Eluent tolerance and enantioseparation recovery of chiral packing materials based on chitosan bis(phenylcarbamate)-(n-octyl urea)s for high performance liquid chromatography

The goal of the present work was to study the influence of the swelling of chitosan derivatives on the enantioseparation and the separation performance recovery of chiral stationary phases (CSPs) based on these derivatives. Therefore, six chitosan bis(phenylcarbamate)-(n-octyl urea)s were synthesized, which were coated on macroporous 3-aminopropyl silica gel affording new CSPs. Most of the CSPs demonstrated strong enantioseparation capability for the tested chiral compounds. The swelling capacity of the chitosan bis(phenylcarbamate)-(n-octyl urea)s in ethyl acetate, acetone and tetrahydrofuran (THF) was evaluated. Among the chitosan derivatives, the chitosan bis(3,5-dichlorophenylcarbamate)-(n-octyl urea) polymer showed the highest swelling capacity in ethyl acetate and THF. The polymer-based CSPs could be utilized with pure ethyl acetate and a normal phase containing 70% THF, but was damaged by pure THF. On the other hand, the separation performance of the damaged CSP could be recovered after it was allowed to stand for a period of time. The observations are important for the development and application of polysaccharide derivative-based CSPs.

Green synthesis of primary, secondary, and tertiary amides through oxidative amidation of methyl groups with amine hydrochlorides over recyclable CoFe2O4 NPs

A practical and efficient method is developed for efficient synthesis of a wide variety of 1°, 2°, and 3° amides through amidation of methylarenes with amine hydrochloride salts, over magnetic CoFe2O4 NPs as a recyclable nanocatalyst, and aqueous tert-butyl hydroperoxide as an oxidant. This economically sound amidation reaction is operationally straightforward and provides desired amides in good to excellent yields, under mild conditions.

Superparamagnetic Fe(OH)3@Fe3O4 nanoparticles: An efficient and recoverable catalyst for tandem oxidative amidation of alcohols with amine hydrochloride salts

Magnetic Fe(OH)3@Fe3O4 nanoparticles were successfully prepared and characterized. This magnetic nanocomposite was employed as an efficient, reusable, and environmentally benign heterogeneous catalyst for the direct amidation of alcohols with amine hydrochloride salts. Several derivatives of primary, secondary and tertiary amides were synthesized in moderate to good yields in the presence of this catalytic system. The catalyst was successfully recycled and reused up to six times without significant loss of its catalytic activity.

Synthesis of Chemically and Configurationally Stable Monofluoro Acylboronates: Effect of Ligand Structure on their Formation, Properties, and Reactivities

The recent disclosures of two classes of acylborons, potassium acyltrifluoroborates (KATs) and N-methyliminodiacetyl (MIDA) acylboronates, demonstrated that certain acylboron species can be both remarkably stable and uniquely reactive. Here we report new classes of ligands for acylboronates that have a significant influence on the formation, properties, and reactivities of acylboronates. Our systematic investigations identified a class of neutral, monofluoroboronates that can be prepared in a one step, gram-scale fashion from readily accessible KATs. These monofluoroboronates are stable to air, moisture, and silica gel chromatography and can be easily handled without any special precautions. X-ray crystallography, NMR spectroscopy, and HPLC studies showed that they are tetravalent, configurationally stable B-chiral acylboronates. Significantly, the ligands on the boronate allow for fine-tuning of the properties and reactivity of acylboronates. In amide-forming ligation with hydroxylamines under aqueous conditions, a considerable difference in reactivity was observed as a function of ligand structure. The solid-state structures suggested that subtle steric and conformational factors modulate the reactivities of the acylboronates.

Transition-metal-free oxidative amidation of benzyl alcohols with amines catalyzed by NaI: A new method for the synthesis of benzamides Dedicated to the memory of Professor Ahmad Sodagar

A simple, inexpensive, and efficient method for the synthesis of benzamides via the reaction of benzyl alcohols and amine hydrochloride salts in the presence of NaI as a green catalyst is described. Various derivatives of benzamide were synthesized in moderate to good yields using this method.

Direct oxidative amidation of benzyl alcohols using EDTA@Cu(II) functionalized superparamagnetic nanoparticles

Superparamagnetic Fe3O4@EDTA-Cu(II) nanoparticles were readily prepared and identified as an effective catalyst for the tandem transformation of benzyl alcohols and amine hydrochloride salts into the corresponding amides with tert-bu

Transition-metal-free transformation of aryl bromides into aromatic esters and amides via aryl trichloromethyl ketones

A variety of aryl bromides have been treated with Mg and then chloral, followed by tBuOCl and subsequently alcohols or amines to produce the corresponding aromatic esters or amides in good yields via the formation of aryl trichloromethyl ketones as intermediates. These reactions are examples of a transition-metal-free one-pot preparation of aromatic esters and amides from aryl bromides. Aryl bromides have been treated with Mg and then chloral, followed by tBuOCl or tBuOCl with I2 as an additive, and subsequently alcohols or amines to form the corresponding aromatic esters and aromatic amides via aryl trichloromethyl ketones as intermediates. Copyright

Chiral self-discrimination of the enantiomers of α-phenylethylamine derivatives in proton NMR

Two types of chiral analytes, the urea and amide derivatives of α-phenylethylamine, were prepared. The effect of inter- molecular hydrogen-bonding interaction on self-discrimination of the enantiomers of analytes has been investigated using high-resolutio