45709-05-5

Upstream product

• 104-86-9 4-chlorobenzylamine 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 2521-24-6 4-chlorothiobenzamide 
• 623-03-0 4-Cyanochlorobenzene 
• 1204833-31-7 5-(p-chlorophenyl)-7,8,13,14-tetrahydrodibenzo[a,i]phenanthridine 
• 822519-90-4 (1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine 

Relevant academic research and scientific papers

Discovery of pyrrolidine-2,3-diones as novel inhibitors of p. Aeruginosa pbp3

The alarming threat of the spread of multidrug resistant bacteria currently leaves clinicians with very limited options to combat infections, especially those from Gram-negative bacteria. Hence, innovative strategies to deliver the next generation of antibacterials are urgently needed. Penicillin binding proteins (PBPs) are proven targets inhibited by β-lactam antibiotics. To discover novel, non-β-lactam inhibitors against PBP3 of Pseudomonas aeruginosa, we optimised a fluorescence assay based on a well-known thioester artificial substrate and performed a target screening using a focused protease-targeted library of 2455 compounds, which led to the identification of pyrrolidine-2,3-dione as a potential scaffold to inhibit the PBP3 target. Further chemical optimisation using a one-pot three-component reaction protocol delivered compounds with excellent target inhibition, initial antibacterial activities against P. aeruginosa and no apparent cytotoxicity. Our investigation revealed the key structural features; for instance, 3-hydroxyl group (R2) and a heteroaryl group (R1) appended to the N-pyrroldine-2,3-dione via methylene linker required for target inhibition. Overall, the discovery of the pyrrolidine-2,3-dione class of inhibitors of PBP3 brings opportunities to target multidrug-resistant bacterial strains and calls for further optimisation to improve antibacterial activity against P. aeruginosa.

Synergistic Nanostructured MnOx/TiO2 Catalyst for Highly Selective Synthesis of Aromatic Imines

This work reports the development of a synergistic nanostructured MnOx/TiO2 catalyst, with highly dispersed MnOx nanoparticles (4.5±1 nm) on shape-controlled TiO2 nanotubes (8–11 nm width and 120–280 nm length), for selective synthesis of valuable aromatic imines at industrially important conditions. Pristine TiO2 nanotubes exhibited 97 % imine selectivity at a 38.3 % benzylamine conversion, whereas very low imine selectivity was obtained over commercial TiO2 materials, indicating the catalytic significance of shape-controlled TiO2 nanotubes. The MnOx nanoparticle/TiO2 nanotube (10 wt% Mn) catalyst calcined at 400 °C showed the best activity with 95.6 % benzylamine conversion and 99.9 % imine selectivity. This catalyst exhibited good recyclability for four times and is effective for converting numerous benzylamines into higher yields of imines. The high catalytic performance of MnOx/TiO2 nanotubes was attributed to higher number of redox sites (Mn3+), high dispersion of Mn species, and shape-controlled structure of TiO2, indicating that this catalyst could be a promising candidate for selective oxidation reactions.

One-pot multicomponent reaction of catechols, ammonium acetate, and aldehydes for the synthesis of benzoxazole derivatives using the fe(iii)-salen complex

The Fe(III)-salen complex has been applied successfully as a catalyst for the novel, simple, efficient, and one-pot multicomponent synthesis of benzoxazole derivatives from catechols, ammonium acetate as the nitrogen source, and aldehydes (nontoxic and cheap alternatives of amines) for the first time. Using this procedure, a wide range of benzoxazoles was successfully synthesized in the presence of a catalyst in EtOH under mild conditions, and all products were obtained in excellent yields. To the best of our knowledge, this method is the first example of the multicomponent synthesis of benzoxazole derivatives using these starting materials. The notable features such as the use of air that is considered as a benign oxidant and EtOH as a green solvent, ease of product separation, readily available and inexpensive aldehydes, and mild conditions make our procedure more efficient and practical for organic synthesis. Moreover, the current protocol is successfully applied to synthesize desirable products on a large scale.

Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron

We herein report a general, practical, and highly efficient method for asymmetric synthesis of a wide range of chiral vicinal diamines via reductive coupling of imines templated by chiral diboron. The protocol features high enantioselectivity and stereospecificity, mild reaction conditions, simple operating procedures, use of readily available starting materials, and a broad substrate scope. The method signifies the generality of diboron-enabled [3,3]-sigmatropic rearrangement.

Kinetic Resolution of Secondary Allyl Boronates and Their Application in the Synthesis of Homoallylic Amines

Highly enantioenriched, chromatographically-stable secondary allyl boronates featuring a 1,1,2,2-tetraethyl-1,2-ethanediol fragment (Epin) were obtained by kinetic resolution of their racemic mixtures. The Epin group at boron considerably improved stability of allyl boronates allowing them to be readily isolated by chromatography on silica. The resolved reagents were applied in stereoselective synthesis of homoallylic amines with an internal double bond employing unprotected imines formed in situ from aldehydes and ammonia. The reactions proceeded with an excellent transfer of chirality.

Structural characteristics and catalytic performance of nanostructured Mn-doped CeO2 solid solutions towards oxidation of benzylamine by molecular O2

This work reports a thorough investigation of nanosized Mn-doped ceria (Ce0.7Mn0.3O2-δ, CM) as an efficient catalyst for oxidation of benzylamine under solvent-free conditions. These catalysts were prepared by a coprecipitation method followed by calcination at 773 and 1073?K. Effect of Mn doping was examined by a variety of characterization techniques. XRD results confirmed formation of single-phase Ce-O-Mn solid solution, and TEM studies showed nanosized nature of particles. BET surface area of CeO2 was significantly enhanced after Mn incorporation. Raman, XPS and H2-TPR results revealed that Mn cations in ceria lattice increase concentration of structural oxygen vacancies and reducibility of ceria. Among various catalysts, the CM calcined at 773?K exhibited a high conversion (～71%), product selectivity (～99.8%), and excellent stability. The better performance has been proved to be due to synergetic interaction between Ce and Mn ions thereby enhanced surface area, improved reducibility, and increased surface adsorbed oxygen species.

Synthesis, photophysical and acidochromic properties of a series of tetrahydrodibenzo[a,i]phenanthridine chromophores

A series of luminescent 5-aryl-tetrahydrodibenzo[a,i]phenanthridines was developed through modified synthetic protocol using SnCl2-acetic acid as a catalyst. The synthesis was consistent with various functionalities and significantly improves t

Metal-free, one-pot oxidative conversion of aldehydes to primary thioamides in aqueous media

One-pot tandem reactions of a variety of aldehydes with aqueous ammonia, molecular iodine, and O,O-diethyl dithiophosphoric acid readily afford the corresponding primary thioamides. This is an inexpensive, practical, and metal-free way of accessing various thioamides from aldehydes in aqueous media. The pure products are obtained simply by filtration followed by successive washing with aqueous sodium thiosulfate and water. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

Photocatalytic aerobic oxidation of amines to imines on BiVO4 under visible light irradiation

BiVO4 was found to be an efficient photocatalyst under visible light irradiation for selective oxidation of amines to imines with high activity (99% conversion) and selectivity (up to 99%) using oxygen as an oxidant.

A highly efficient and useful synthetic protocol for the synthesis of bis[aryl(diethoxyphosphoryl)methyl]amines from aromatic aldehydes using acetyl chloride as an efficient catalyst

A highly efficient and useful method for the synthesis of bis[aryl(diethoxyphosphoryl)methyl]amines has been developed. The treatment of aromatic aldehydes with ammonia followed by reaction with diethyl phosphite in the presence of acetyl chloride as cata