18739-95-2

Upstream product

• 4171-83-9 2-nitrophenyl phenyl sulfide 
• 108-98-5 thiophenol 
• 88-73-3 2-Chloronitrobenzene 

Downstream Products

• 824-39-5 sodium o-nitrophenate 
• 29787-25-5 2-Nitrosophenyl-phenylsulfon 
• 4171-83-9 2-nitrophenyl phenyl sulfide 

Relevant academic research and scientific papers

Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide

A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.

Aluminum(III) Chloride Promoted Oxygen Transfer: Selective Oxidation of Sulfides to Sulfoxides

An efficient selective oxidation of sulfides to sulfoxides has been developed by means of AlCl 3 -promoted oxygen transfer from phenyliodine diacetate [PhI(OAc) 2 ]. AlCl 3 proved to be the optimalLewis acid for the activation of PhI(OAc) 2. Various substituted sulfides were selectively transformed into the corresponding sulfoxides in good to excellent yields (≤99%). The high efficiency, excellent functional-group compatibility, broad substrate scope, and mild conditions render the current transformation useful for the synthesis of sulfoxides.

Synthesis and biological evaluation of optimized inhibitors of the mitotic kinesin Kif18A

The mitotic spindle, a highly dynamic structure composed of microtubules, mediates the segregation of the previously duplicated genome into the two nascent daughter cells. Errors in this process contribute to pathology including tumor formation. Key for the shape and function of the mitotic spindle are kinesins, molecular motor proteins that convert chemical energy into mechanical work. Due to their fast mode of action, small molecules are valuable tools to dissect the dynamic functions of kinesins during mitosis. In this study, we report the identification of optimized small molecule inhibitors of the mitotic kinesin Kif18A. Using BTB-1, the first identified Kif18A inhibitor, as a lead compound, we synthesized a collection of derivatives. We demonstrate that some of the synthesized derivatives potently inhibited the ATPase activity of Kif18A with a half maximal inhibitory concentration (IC50) value in the low micromolar range. In vitro analysis of a panel of Kif18A-related kinesins revealed that the two most potent compounds show improved selectivity compared to BTB-1. Structure-activity relationship studies identified substituents mediating undesired inhibitory effects on microtubule polymerization. In summary, our study provides key insights into the mechanism of action of BTB-1 and its analogs, which will have a great impact on the further development of highly selective and bioactive Kif18A inhibitors. Since Kif18A is frequently overexpressed in solid tumors, such compounds are not only of great interest for basic research but also have the potential to open up new strategies for the treatment of human diseases.

Carbon-supported metal-modified lacunary tungstosilicic polyoxometallates used as catalysts in the selective oxidation of sulfides

Lacunary tungstosilicic polyoxometallates modified with transition metal ions [SiW11O39M(H2O)]6-, where M = Mn2+, Fe2+, Co2+or Cu2+, were synthesized and supported on activated carbon to obtain the SiW11MC catalysts. The samples were characterized by FT-IR, XRD, N2 adsorption-desorption measurements, and the acidic properties were determined using the isopropanol dehydration test reaction. The activity and selectivity of the catalysts were evaluated in the selective oxidation of a series of sulfides to sulfoxides or sulfone. The reaction was carried out in acetonitrile as solvent using H2O2 35% p/V as a clean oxidant. The conversion values decreased in the following order: SiW11MnC > SiW11FeC > SiW11CuC > SiW11CoC. The catalysts were reused without appreciable loss of their catalytic activity. It was found that the activity of the catalysts decreases in parallel with the increment in the reduction temperature values. The most easily reducible catalyst displayed the highest conversion values. We found a convenient and selective procedure for oxidizing sulfides to sulfoxides or sulfones using aqueous hydrogen peroxide and a catalytic amount of lacunary tungstosilicic polyoxometallates supported on carbon at low temperatures (20-50 °C) in a reasonably short reaction time

Selective Oxidation of Sulfides to Sulfoxides Using Modified Keggin Heteropolyacids as Catalyst

The use of modified Keggin phosphomolybdic heteropolyacids (HPA) (V and Al) as catalysts in the selective oxidation of sulfides to the corresponding sulfoxides is reported. Excellent yields were obtained (13 examples: 79%-95%), using 35% (w/v) aqueous hydrogen peroxide as oxidant, and acetonitrile as solvent at 25°C. The relationship between the electron densities of the sulfur atoms, which was estimated by molecular theoretical calculations, and the oxidative relativities of the sulfur-containing compounds was also investigated. The results indicate that the time for 100% conversion decreases with an increase in electron density.

Silica-supported molybdenum complex: A novel, selective and reusable organic-inorganic hybrid catalyst for eco-friendly oxidation of sulfides and olefins

A novel, highly efficient and reusable molybdenum based catalyst has been synthesized by covalent grafting of 2,6-diacetylpyridine-monosalicyloylhydrazone onto functionalized silica followed by complexation with MoO 2(acac)2, and the resulting organic-inorganic hybrid material was found to be highly effective catalyst for oxidation of various sulfides and olefins to their corresponding sulfoxides/sulfones and epoxides, respectively. The catalyst was characterized by elemental analysis (CHN), diffuse reflectance UV-Vis, 13C CPMAS NMR spectroscopy, X-ray diffraction (XRD), scanning electron microscopy (SEM) and BET surface area analysis, energy dispersive X-ray fluorescence (ED-XRF), Fourier-transform infrared (FT-IR) and atomic absorption spectroscopy (AAS). Mild reaction conditions, high turnover frequency, high selectivity, easy recovery and reusability of the catalyst render the present protocol very useful to address the industrial needs and environmental concerns.

Convenient one-pot procedure for converting aryl sulfides to nitroaryl sulfones

When treated with nitrogen dioxide and ozone in inert solvent at 0°C or below, aryl sulfides underwent smooth oxidative nitration to give nitroaryl sulfones in good yield. Using this methodology, a series of mono- and di-nitrated aryl sulfones were prepared from methyl phenyl sulfide and diphenyl sulfide and their physical data are presented.

A Mild and Facile Preparation of Sulfoxides from Sulfides by Use of the H2O2-Urea/Phthalic Anhydride System

The use of the system peroxide-urea/phthalic anhydride in the safe oxidation of dialkyl, diaryl and alkyl aryl sulfides under mild conditions is reported.The corresponding sulfoxides are formed in excellent yields.Key Words: Oxidation of Sulfides / Hydrog

Sulphinyl, Sulphonyl, and Sulphonium Groups as Leaving Groups in Aromatic Nucleophilic Substitutions

The kinetics of hydrolysis of mononitrophenyl sulphoxides, sulphones, and sulphonium methylsulphate by sodium hydroxide have been measured in 25percent aqueous dioxan.The mobility order of the leaving groups (+SMe2 >/= SO ca. SO2 for p-nitro-derivatives, and SO > SO2 for o-nitro-derivatives) are discussed in terms of electronic and steric effects.