7605-15-4

Upstream product

• 492-22-8 thio-xanthene-9-one 

Downstream Products

• 1224640-83-8 C₄F₉O₆S₃^(1-)*C₂₅H₁₇OS⁽¹⁺⁾ 
• 7648-77-3 Thiaxanthonsulfoxid-(2,4-dinitro-phenylhydrazon) 
• 492-22-8 thio-xanthene-9-one 
• 3166-15-2 thioxanthen-9-one 10,10-dioxide 

Relevant academic research and scientific papers

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

Curbed of molybdenum oxido-diperoxido complex on ionic liquid body of mesoporous Bipy-PMO-IL as a promising catalyst for selective sulfide oxidation

In this work, we introduce a novel bipyridinium ionic liquid bridged periodic mesoporous organosilicas (Bipy-PMOs-IL) which is used as the support to immobilize oxygen-rich Molybdenum (VI)-based oxido-peroxido complex (MoO(O2)2?Bipy-PMO-IL). Several techniques such as Small-angle X-ray scattering (SAXS), low angle XRD, FE-SEM (field emission scanning electron microscope), TEM (transmission electron microscope), N2 adsorption-desorption analyses (BET), atomic absorption spectroscopy (AAS), Fourier-transform infrared spectroscopy (FT-IR) and Energy Dispersive X-Ray (EDS or EDX) were used to characterize this nanomaterial. Also, the catalytic activities of the MoO(O2)2?Bipy-PMO-IL as a hybrid catalyst is tested in the selective oxidation of sulfides in water by using H2O2 (30%) as an eco-friendly and green co-oxidant. The as-prepared novel catalyst shows high to excellent performance under optimum reaction conditions at ambient room temperature. The obtained results in this work show several outstanding advantages, such as green conditions, high product yields, easy work-up, easy preparation and acceptable reusability of the catalyst for at least 5 runs. To study the IL effect in immobilization of Mo-complex, in a comparison study, the MoO(O2)2?Bipy-PMO-IL materials and MoO(O2)2?SBA-15 (with simple SiO2 body, no IL) body were employed for sulfide oxidation. After the treatment, the Mo?Bipy-PMO-IL with IL body in channels was reused for subsequent experiments (5 runs), but in Mo?SBA-15 after second run the yield was decreased dramatically.

Desulfurization of Diaryl(heteroaryl) Sulfoxides with Benzyne

Two benzyne-enabled desulfurization reactions have been demonstrated which convert diaryl sulfoxides and heteroaryl sulfoxides to biaryls and desulfurized heteroarenes, respectively. The reaction accessing biaryls tolerates a variety of functional groups, such as halides, pseudohalides, and carbonyls. Mechanistic studies reveal that both reactions proceed via a common assembly process but divergent disassemblies of the generated tetraaryl(heteroaryl) sulfuranes.

Synthesis of 1,2-Dioxetanes as Thermochemiluminescent Labels for Ultrasensitive Bioassays: Rational Prediction of Olefin Photooxygenation Outcome by Using a Chemometric Approach

Great interest in new thermochemiluminescent (TCL) molecules, for example, in bioanalytical assays, has prompted the design and synthesis of a small library of more than 30 olefins to be subjected to photooxygenation, with the aim of obtaining new 1,2-dioxetane-based TCL labels with optimized properties. Fluorine atoms on the acridan system remarkably stabilize 1,2-dioxetanes when they are located in the 3- and/or 6-position (4 h and 4 i). On the other hand, 2,7-difluorinated acridan dioxetane (4 j) showed a significantly enhanced fluorescence quantum yield with respect to the unsubstituted dioxetane (4 a). Some of the synthesized olefins did not undergo singlet oxygen addition and a rationale was sought to ease the photooxygenation step, leading to the TCL dioxetanes. A chemometric approach has been adopted to exploit principal component analysis and linear discriminant analysis of the structural and electronic molecular descriptors obtained by DFT optimizations of olefins 3. This approach allows the steric and electronic parameters that govern dioxetane formation to be revealed.

CaF2 catalyzed chemoselective oxidation of sulfides to sulfoxides with hydrogen peroxide under solvent-free conditions

Background: Sulfoxides are useful intermediates in organic synthesis. Furthermore, many biologically active compounds and drugs have sulfoxide moieties in their structures. The most popular approach for the preparation of sulfoxides involve selective oxidation of the corresponding sulfides. Although a wide variety of reagent systems have been traditionally used to accomplish this transform. However, many of these procedures utilize environmentally unfavorable reagents, solvents, and catalysts that highlight the matter of eco-efficiency in our environmentally conscious times. The use of 'green oxidants' such as molecular oxygen and hydrogen peroxide is attractive, since they are readily available, inexpensive, and environmentally benign, with formation of water as the only by-product. CaF2 is commercially available, environmentally compatible, cheap, easy to handle, and stable. It was recently shown to be a good substitute for conventional acidic catalytic materials. Methods: The sulfides (1 mmol) were oxidized to the corresponding sulfoxides using 30% H2O2 (3.6 mequiv.) in the presence of catalytic amount of CaF2 (0.25 mmol) under solvent-free conditions at room temperature. The purification was performed using short column chromatography with EtOAc/n-hexane (1/10). All the products are known and were characterized by IR and 1H-NMR and by melting point comparison with those of authentic samples. Results: The structurally diverse sulfides (including aryl, benzylic, heterocyclic, allylic and linear) were subjected to oxidation. The reactions proceeded well to produce the corresponding sulfoxides in good to high yields ranging from 80 to 97 % in short times. thiantrene and diphenyl sulfide, which are relatively unreactive substrates, were also converted to the corresponding sulfoxides to high yields, oxidation of them require higher temperature. Interestingly, the sulfur atom was chemoselectively oxidized in the sulfides compounds that containing oxidation-prone and acid-sensitive functional groups. Conclusion: This procedure offers several major advantages: (1) the use of a commercially available, cheap, and chemically stabile catalyst and oxidant; (2) highly efficient for the selective oxidation of structurally diverse sulfides in good to high yields; (3) excellent chemoselectivity; and (4) the method conforms to several of the guiding principles of green chemistry. We believe the present method to be an improvement with respect to other procedures.

Hydrodeoxygenation of sulfoxides to sulfides by a Pt and MoOx co-loaded TiO2 catalyst

Supported metal nanoparticle catalysts were studied for the hydrodeoxygenation of sulfoxides to sulfides under solvent-free and mild conditions (50-155 °C, 1 or 7 atm H2). The catalytic activity for the model reaction of diphenyl sulfoxide depended on the type of metals, support materials and co-loaded oxides of transition metals (V, Nb, Mo, W, Re). Pt and MoOx co-loaded TiO2 (Pt-MoOx/TiO2) showed the highest activity. Pt-MoOx/TiO2 was reusable after the reaction and was effective for the reduction of various sulfoxides and showed a higher turnover number (TON) than previously reported catalysts. Using Pt-MoOx/TiO2, benzylphenylsulfone was reduced by H2 to give phenylbenzyl sulfide via benzylphenyl sulfoxides, which represented the first example of catalytic conversion of a sulfone to a sulfide by H2. Characterization studies of Pt-MoOx/TiO2 show that the surface of TiO2 is covered by small (or thin layer) Mo oxide species with exposed Mo cations as Lewis acid sites, and 4-5 nm sized Pt metal nanoparticles are supported on the Mo oxide-covered TiO2.

Redox properties and radical anions of 2-substituted thioxanthen-9-ones and their 2-methyl S-oxide derivatives

The electrochemical reduction of 2-substituted thioxanthen-9-ones in MeCN is a one-electron process with the formation of long-lived radical anions, in which the thioxanthen-9-one fragment is planar according to EPR measurements and UB3LYP/6-31+G* calculations. The electrochemical reduction of 2-methylthioxanthen-9-one sulfoxide and sulfone are EEC and EE processes, respectively, their radical anions are not planar, and the electrochemical oxidation of the title compounds is irreversible with consecutive oxidation of the sulfur atom, except for the sulfone, whose oxidation was not observed at the limit of the anodic potential (2.5 V vs. s.c.e.).

Nano-rod catalysts: Building MOF bottles (MIL-101 family as heterogeneous single-site catalysts) around vanadium oxide ships

Porous materials based on chromium (III) terephthalate metal organic frameworks (Cr-MIL(101)) and their new composites with vanadium oxide has emerged as a potential catalyst because of its high specific surface area, tunable pore size, and unique structure. The structural and textural characterization of V@MIL(101) were done using FTIR, X-ray diffraction, N 2 adsorption-desorption, and TEM. XRD and adsorption-desorption analysis shows that the mesostructure of MIL-101 remains intact after vanadium oxide modifications, while spectral technique show the successful immobilizing of the neat vanadium oxide inside the MIL-101 cavities. These new catalysts were found to be highly effective for selective oxidation of sulfides to sulfoxides and sulfones with H2O2 at room temperature and the 4.2% V@MIL(101) catalyst showed the highest activity. The PW12@MCF im heterogeneous system showed high catalytic oxidative activity in the treatment of commodity gasoline.

Host (aluminum incorporated mesocellulous silica foam (Al-MCF))-guest (tungsten polyoxometalate) nanocomposite material: An efficient and reusable catalyst for selective oxidation of sulfides to sulfoxides and sulfones

A green, efficient and selective approach for the oxidation of sulfides to sulfoxides and sulfones with H2O2 at room temperature is reported. The reaction is performed in the presence of tungstophosphoric acid (PW12) supported on an aluminum incorporated mesocellulous silica foam (Al-MCF) (via both: the impregnation and encapsulation methods), as heterogeneous and reusable catalysts. The structural and textural characterizations of these catalysts were done using FTIR, X-ray diffraction, N2 adsorption-desorption and TEM.

A recyclable fluorous thiourea organocatalyst for the chemoselective oxidation of sulfides

As a kind of organocatalyst, 1-[4-(perfluorooctyl)phenyl]-3-phenylthiourea was employed to the chemoselective oxidation of sulfides in the presence of 30% H2O2. A variety of diaryl, dialkyl, alkyl aryl sulfides could be oxidized to s