20288-47-5

Upstream product

• 824-79-3 sodium 4-methylbenzenesulfinate 
• 75-26-3 isopropyl bromide 
• 75-30-9 2-iodo-propane 
• 540-88-5 acetic acid tert-butyl ester 
• 21272-86-6 α-nitroisopropyl p-tolyl sulfone 
• 15645-75-7 1,1’-[(Z)-ethene-1,2-diyldisulfonyl]bis(4-methylbenzene) 
• 2684-60-8 2-diazopropane 
• 14905-80-7 isopropyl m-tolyl sulphide 
• 91011-12-0 2-<2-(p-tolylsulfonyl)hydrazino>propane 
• 136384-88-8 isopropylidene 5-tosyloxymalonate 
• 7569-34-8 ethyl p-tolyl sulfone 
• 616-38-6 carbonic acid dimethyl ester 
• 1517-74-4 1-(isopropylsulfinyl)-4-methylbenzene 
• 106-45-6 para-thiocresol 

Downstream Products

• 20884-61-1 4-(isopropylsulfonyl)benzoic acid 
• 796088-39-6 (4-chloro-1,1-dimethyl-butyl)-p-tolyl sulfone 
• 4399-34-2 2-methyl-1,1-bis-(p-tolyl)prop-1-ene 
• 74074-86-5 ethoxycarbonylmethyl 2-methyl-2-(p-tolylsulfonyl)propanedithioate 
• 80370-65-6 Methyl 4-p-toluenesulfonyl-4-methyl-3-dimethoxymethylpentanoate 
• 798569-05-8 (4-iodo-1,1-dimethyl-butyl)-p-tolyl sulfone 
• 74074-89-8 <2-(p-tolylsulfonyl)-2-propyl>(methylthio)sulfine 
• 74074-88-7 methyl 2-methyl-2-(p-tolylsulfonyl)propanedithioate 
• 13557-27-2 α-Chlorisopropyl-p-tolyl-sulfon 
• 50337-52-5 imino(isopropyl)(p-tolyl)-λ⁶-sulfanone 

Relevant academic research and scientific papers

REACTION OF ISOPROPYLIDENE 5-TOSYLOXYMALONATE WITH ALKYL HALIDES - A NEW SULFUR-OXYGEN SCISSION OF TOSYLATE

In the presence of potassium carbonate the reaction of isopropylidene 5-tosyloxymalonate with alkyl halides under PTC conditions gives sulphones.The reaction represents the first example of S-O scission of tosylate via S-O.As a result, a novel synthon equivalent to p-CH3C6H4SO2- is found.

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.

Efficient synthesis of aliphatic sulfones by Mg mediated coupling reactions of sulfonyl chlorides and aliphatic halides

Sulfonyl chlorides were reduced to anhydrous sulfinate salts with magnesium under sonication. These sulfinates were alkylated to sulfones with alkyl chlorides in the presence of catalytic sodium iodide under sonication. A variety of aliphatic sulfones was efficiently prepared by this one-pot two-step procedure.

Palladium(II)-Catalyzed Synthesis of Sulfinates from Boronic Acids and DABSO: A Redox-Neutral, Phosphine-Free Transformation

A redox-neutral palladium(II)-catalyzed conversion of aryl, heteroaryl, and alkenyl boronic acids into sulfinate intermediates, and onwards to sulfones and sulfonamides, has been realized. A simple Pd(OAc)2 catalyst, in combination with the sulfur dioxide surrogate 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO), is sufficient to achieve rapid and high-yielding conversion of the boronic acids into the corresponding sulfinates. Addition of C- or N-based electrophiles then allows conversion into sulfones and sulfonamides, respectively, in a one-pot, two-step process.

Magnetically separable copper ferrite nanoparticles-catalyzed synthesis of diaryl, alkyl/aryl sulfones from arylsulfinic acid salts and organohalides/boronic acids

A recyclable, inexpensive, non-toxic and environmentally benign catalytic system comprised of magnetically separable copper ferrite (CuFe 2O4) nanoparticles has been developed for the synthesis of diaryl, alkyl/aryl sulfones. Arylsulfinic acid salts are coupled with various alkyl/aryl halides/boronic acids to afford the corresponding diaryl, alkyl/aryl sulfones in good to excellent yields under the identical catalytic system. A wide range of functional group tolerance, with facile recovery of the catalyst by application of an external magnetic field, and consistently high catalytic efficiency for five consecutive cycles render the protocol operationally attractive.

One-pot three-component sulfone synthesis exploiting palladium-catalysed aryl halide aminosulfonylation

A palladium-catalysed aminosulfonylation process is used as the key-step in a one-pot, three-component sulfone synthesis. The process combines aryl-, heteroaryl- and alkenyl iodides with a sulfonyl unit and an electrophilic coupling fragment. The sulfonyl unit is delivered in the form of an aminosulfonamide, which then serves as a masked sulfinate. The sulfinate is combined, in situ, with an electrophilic coupling partner, such as a benzylic, allylic or alkyl halide, an electron-poor arene, or a cyclic epoxide, to provide the corresponding sulfone products in good to excellent yields. The mild reaction conditions and use of commercially available reaction components allows the easy preparation of a broad range of sulfones featuring a variety of functional groups. The process obviates the need to employ thiol starting materials, and oxidative operations.

Sulfone derivatives as 5-HT7 receptor ligands

The present invention relates to sulfone derivatives of formula (I): Ar—SO2—CR2R3-L-N(R1)2??I wherein Ar, L, R1, R2 and R3 are as defined herein, and pharmaceutically

WO3-30% H2O2-cinchona alkaloids: A new heterogeneous catalytic system for the asymmetric oxidation of sulfides and the kinetic resolution of racemic sulfoxides

WO3-catalyzed asymmetric oxidation of thioethers and kinetic resolution of sulfoxides with 30% aq. H2O2 in the presence of cinchona alkaloids under heterogeneous conditions affords chiral sulfoxides in high yields with moderate to good enantioselectivities.

A convenient synthesis of sulfones using zinc mediated coupling reaction of sulfonyl chlorides with alkyl halides in aqueous media

An efficient procedure for the preparation of sulfones has been developed through a simple reaction of aromatic sulfonyl chlorides with suitable alkyl halides mediated by commercial zinc powder in aqueous media at 0 °C ~ room temperature.

Titanium-Catalyzed, Asymmetric Sulfoxidation of Alkyl Aryl Sulfides with Optically Active Hydroperoxides

The Ti-catalyzed, asymmetric oxidation of alkyl aryl sulfides by enantiomerically pure hydroperoxides (ee >99%) has been examined. Enantioselectivities with ee values up to ca. 80% were achieved for the oxygen transfer from (S)-(-)-1-phenylethyl hydroperoxide 2a to methyl phenyl and methyl p-tolyl sulfide 1a in CCl4 as solvent, but with much overoxidation to the corresponding sulfone 4. Detailed mechanistic studies showed that the enantioselectivity of the sulfide 1a oxidation results from a combination of a rather low (ee values >20%) asymmetric induction in the sulfoxidation and an effective kinetic resolution (ee values ca. 80% at 85% sulfide conversion) of the sulfoxide 3a by enantioselective oxidation to the sulfone 4a. The overoxidation (loss of chemoselectivity) is due to sulfoxide coordination to the Ti metal to generate a template in which the oxygen atom is intramolecularly transferred from the bound and activated, optically active hydroperoxide to the ligated sulfoxide in a stereocontrolled manner.