78832-95-8

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 100-53-8 phenylmethanethiol 
• 91358-96-2 4-mercaptobenzaldehyde 
• 459-57-4 4-fluorobenzaldehyde 
• 106-53-6 para-bromobenzenethiol 
• 100-39-0 benzyl bromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 

Downstream Products

• 88357-15-7 1-benzylsulfanyl-4-(2-nitropropenyl)benzene 
• 93023-24-6 1-(4-benzylsulfanylphenyl)propylamine 
• 1173993-75-3 benzyl(4-(dimethoxymethyl)phenyl)sulfane 
• 3448-98-4 (4-(benzylthio)phenyl)methanol 
• 1283742-12-0 (E)-4-(4-(benzylthio)styryl)-N,N-diethylbenzenamine 
• 1337894-75-3 C₃₅H₃₆F₂O₆S 

Relevant academic research and scientific papers

Discovery of highly potent and selective influenza virus neuraminidase inhibitors targeting 150-cavity

Encouraged by our earlier discovery of N1-selective inhibitors, the 150-cavity of influenza virus neuraminidases (NAs) could be further exploited to yield more potent oseltamivir derivatives. Herein, we report the design, synthesis and biological evaluation of a series of novel oseltamivir derivatives via the structural modifications at C5–NH2 of oseltamivir targeting 150-cavity. Among them, compound 5c bearing 4-(3-methoxybenzyloxy)benzyl group exhibited the most potent activity, which was lower or modestly improved activities than oseltamivir carboxylate (OSC) against N1 (H1N1), N1 (H5N1) and N1 (H5N1–H274Y). Specifically, there was 30-fold loss of activity against the wild-type strain H1N1. However, 5c displayed 4.85-fold more potent activity than OSC against H5N1–H274Y NA. Also, 5c demonstrated low cytotoxicity in vitro and no acute toxicity in mice. Molecular docking studies provided insights into the high potency of 5c against N1 and N1–H274Y mutant NAs. Besides, the in silico prediction of physicochemical properties and CYP enzymatic inhibitory ability of representative compounds were conducted to evaluate their drug-like properties.

Design, synthesis, and biological evaluation of pyrimidine analogs as SecA inhibitors

SecA, a key component of the bacterial Sec-dependent secretion pathway, is an attractive target for the development of new antimicrobial agents. We have previously reported pyrimidine analogs as SecA inhibitors. Herein, we report an extension of the earlier work in the synthesis and evaluation of a series of 15 5-cyanothiouracil derivatives as SecA inhibitors. All the compounds have been evaluated for their inhibition of SecA ATPase (EcSecAN68) and for their antimicrobial activity against Escherichia coli NR698 (a leaky mutant) and Bacillus anthracis Sterne. Twelve compounds showed IC50 of less than 6.3 μM when tested against EcSecAN68. In antimicrobial studies against E. coli NR698, six compounds showed MIC of 12.5 μM with three being less than 6.3 μM. Against B. anthracis Sterne, three compounds showed MIC of 6.3 μM.

Copper nanoparticles supported on 2-methoxy-1-phenylethanone-functionalized MCM-41: An efficient and recyclable catalyst for one-pot three-component C–S coupling reaction of aryl halides with benzyl bromide and thiourea

An environmentally friendly copper-based catalyst supported on 2-methoxy-1-phenylethanone-functionalized MCM-41 was prepared and characterized by Fourier transform-infrared, transmission electron microscopy, field emission-scanning electron microscopy, X-ray diffraction and inductively coupled plasma techniques. The catalyst was applied for the one-pot three-component C–S coupling reactions of aryl halides with benzyl bromide and thiourea under aerobic conditions to afford the corresponding coupled products in good yields in water. The catalyst could be recovered and recycled five times. These results prove 2-methoxy-1-phenylethanone-functionalized MCM-41 supported Cu (II) complex was not leached during the reaction. Also it shows the correct heterogeneous nature of the catalyst.

Sulfonium salt containing pyrazoline groups and preparation method and application thereof

The invention provides a sulfonium salt containing pyrazoline groups and a preparation method and an application thereof, wherein the general formula of the sulfonium salt is shown in the description;R and R are independently selected from hydroge

Novel diaryl sulfonium salt compound containing diphenylethene groups as well as preparation method and application thereof

The invention relates to the technical field of new material organic chemicals, and particularly relates to a novel diaryl sulfonium salt shown as a formula (I) and having a diphenylethene conjugatedstructure, a chemical process preparation technique ther

Preparation method of novel distyryl based sulfonium salt with cyano group and application of sulfonium salt

The invention relates to a distyryl based sulfonium salt with a cyano group, as well as a preparation method and application of the distyryl based sulfonium salt, and in particular relates to a novel compound of a sulfonium salt structure by taking CN substituted distyryl as a conjugated structure, a chemical preparation process technology of the compound, application of the compound serving as a radiation cured photoinitiator, products of the compound in a radiation curing formula, particularly application in cationic UV-curing coatings or ink and other occasions. The structural formula is as shown in the specification.

Novel preparation method of sulfonium salt derivatives with stilbene as conjugated system

The invention provides a novel preparation method of sulfonium salt derivatives with stilbene as a conjugated system. The method comprises steps as follows: firstly, benzyl halides (Hal denotes halogen atom) substituted with different groups react with organic phosphate, a product reacts with benzaldehyde substituted with different sulfydryl under the alkaline condition, a high-yield disubstituted stilbene intermediate shown in (I)-a is prepared, and finally, the intermediate shown in (I)-a produces final sulfonium salt under the action of silver salt and alkyl halide or silver salt and alkyl acid ester; when different negative ions are required to be replaced, a salt exchange method is adopted to realize replacement. The provided scheme has the benefits, as examples but not confined, as follows: no noble metal catalyst is required, the raw materials are easy to obtain, and the cost is low; the reaction is performed at the room temperature, operation is simple and purification is convenient; favorable conditions are provided for large-scale industrial production of the sulfonium salt derivatives with stilbene as the conjugated system.

A new Cu-anchored mesoporous organosilica material for facile C-S coupling reactions under microwave irradiation

We report a new ordered Cu-anchored 2D-hexagonal mesoporous imine functionalized organosilica material Cu-MPIOS. This Cu-anchored mesoporous material has been synthesized via post synthetic functionalization of SBA-15 with 3-(2-aminoethylamino)propyl-dimethoxymethylsilane followed by Schiff-base condensation with 2-thiophene carboxaldehyde. Cu(I) has been grafted finally over Schiff-base functionalized mesoporous material through chemical impregnation to obtain Cu-MPIOS. The materials are characterized thoroughly using various techniques like powder X-ray diffraction, N2 adsorption/desorption analysis, FTIR, UV-vis spectroscopy, FEG-TEM, FE-SEM, 13C cross-polarization magic angle spinning NMR, TGA/DTA, EPR, AAS and CHN chemical analysis. High Brunauer-Emmett-Teller (BET) surface area and the presence of very large size mesopores (8.1 nm) in Cu-MPIOS has motivated us to explore its catalytic activity in one-pot three-component C-S cross coupling reaction by varying different aryl halides in the aqueous medium under microwave assisted heating conditions. This heterogeneous Cu-catalyst shows high catalytic performance as well as good recycling efficiency in this C-S coupling reaction, suggesting its future potential for the synthesis of value added thioether derivatives.

Functionalized graphene oxide as an efficient adsorbent for CO2 capture and support for heterogeneous catalysis

We have designed new imine-functionalized graphene oxide (IFGO) through post synthetic modifications involving co-condensation of 3-aminopropyltriethoxysilane with graphene oxide basal plane containing hydroxyl and epoxy functional groups, followed by Schiff base condensation reaction with 2,6-diformyl-4-methylphenol and impregnation of copper(ii) to it through covalent attachment (Cu-IFGO). Powder X-ray diffraction, N2 sorption analysis, FT-IR, HR-TEM, FE-SEM and TGA/DTA analysis are employed to characterize the materials. The IFGO material exhibits good CO2 storage capacity of 8.10 mmol g-1 (35.64 wt%) and 2.10 mmol g-1 (9.24 wt%) at 273 K and 298 K temperature, respectively, up to 3 bar pressure, suggesting its potential application in environmental clean-up. Also, Cu-IFGO showed high catalytic activity in microwave-assisted one-pot three-component C-S coupling reactions for a diverse range of aryl halides with thiourea and benzyl bromide in aqueous medium to obtain aryl thioether products (maximum yield 86%), which are derivatives of natural products. Moreover, having imine and hydroxyl groups in functionalized graphene oxide, the grafted Cu(ii) chelated at the graphene oxide surface so strongly that it could not be leached out from the material during the course of the coupling reaction. Thus, it displayed very small decrease in product yield up to the sixth reaction cycle suggesting a sustainable future of this Cu(ii)-grafted catalyst.

Nature of the copper-oxide-mediated C-S cross-coupling reaction: Leaching of catalytically active species from the metal oxide surface

Copper-oxide-catalyzed cross-coupling reaction is a well-known strategy in heterogeneous catalysis. A large number of applications have been developed, and catalytic cycles have been proposed based on the involvement of the copper oxide surface. In the present work, we have demonstrated that copper(I) and copper(II) oxides served as precursors in the coupling reaction between thiols and aryl halides, while catalytically active species were formed upon unusual leaching from the oxide surface. A powerful cryo-SEM technique has been utilized to characterize the solution-state catalytic system by electron microscopy. A series of different experimental methods were used to reveal the key role of copper thiolate intermediates in the studied catalytic reaction. The present study shows an example of leaching from a metal oxide surface, where the leaching process involved the formation of a metal thiolate and the release of water. A new synthetic approach was developed, and many functionalized sulfides were synthesized with yields of up to 96%, using the copper thiolate catalyst. The study suggests that metal oxides may not act as an innocent material under reaction conditions; rather, they may represent a source of reactive species for solution-state homogeneous catalysis.