100375-00-6

Upstream product

• 75954-35-7 phenyl p-bromobenzyl sulfide 
• 31268-20-9 bromomethyl phenyl sulfoxide 
• 5467-74-3 4-Bromophenylboronic acid 
• 930-69-8 sodium thiophenolate 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 201230-82-2 carbon monoxide 

Downstream Products

• 75954-35-7 phenyl p-bromobenzyl sulfide 

Relevant academic research and scientific papers

Green route for selective gram-scale oxidation of sulfides using tungstate/triazine-based ionic liquid immobilized on magnetic nanoparticles as a phase-transfer heterogeneous catalyst

Tungstate ions were successfully loaded onto triazine-based ionic liquid-functionalized magnetic nanoparticles through an anion exchange process. The use of triazine core for creating ionic liquid led to the immobilization of high amounts of WO4/sub

Palladium-catalyzed reaction of boronic acids with chiral and racemic α-bromo sulfoxides

Palladium-catalyzed cross-coupling reactions of racemic α-bromo sulfoxides with boronic acids are carried out in either aqueous or nonaqueous medium with formation of a new C sp3-C sp2 bond. The arylation of chiral α-bromo sulfoxides occurs without racemization. The cross-coupling reaction is general and gives high yields with arylboronic acids substituted with either donor or acceptor groups but gives poor results with heteroarylboronic acids. The best yields are obtained using degassed solvents and CsF instead of aqueous base. The use of aqueous base and the presence of oxygen favor the homocoupling side reaction.

Selective oxidation of sulfides to sulfoxides and sulfones using n-butyltriphenylphosphonium dichromate (BunPPh3) 2Cr2O7 in the presence of aluminium chloride in solution and under microwave irradiation

A wide variety of sulfides are efficiently oxidized to their corresponding sulfoxides and sulfones in excellent yields using n-butyltriphenylphosphonium dichromate (BTPPDC) in the presence of aluminium chloride in acetonitrile solution and under microwave irradiation. In addition, selective oxidation of sulfides in the presence of functional groups such as a carbon-carbon double bond, ketone, oxime, aldehyde, ether, and acetal can be considered as a noteworthy advantage of this method. Copyright Taylor & Francis Inc.

Unprecedented palladium-catalyzed cross-coupling reaction of α-bromo sulfoxides with boronic acids

(Matrix presented) A new Suzuki-type palladium-catalyzed reaction of boronic acids with α-bromo sulfoxides has been developed using a protocol similar to the well-documented reaction of boronic acids with aryl halides. Both cross-coupling and homocoupling processes were observed. The best yields in cross-coupling products were obtained when the presence of oxygen was carefully excluded using degassed solvents. The oxidative addition palladium complex intermediate could be isolated and characterized by X-ray single-crystal diffraction.

Highly efficient selective oxygenation of sulfides to sulfoxides by oxalic acid dihydrate in the presence of h2o2

A highly efficient method for the oxidation of sulfides to sulfoxides using oxalic acid dihydrate in the presence of hydrogen peroxide has been developed. A versatile procedure for the oxidation of sulfides to sulfoxides without any over-oxidation to sulf

Twist does a twist to the reactivity: Stoichiometric and catalytic oxidations with twisted tetramethyl-IBX

The methyl groups in TetMe-IBX lower the activation energy corresponding to the rate-determining hypervalent twisting (theoretical calculations), and the steric relay between successive methyl groups twists the structure, which manifests in significant solubility in common organic solvents. Consequently, oxidations of alcohols and sulfides occur at room temperature in common organic solvents. In situ generation of the reactive TetMe-IBX from its precursor iodo-acid, i.e., 3,4,5,6-tetramethyl-2-iodobenzoic acid, in the presence of oxone as a co-oxidant facilitates the oxidation of diverse alcohols at room temperature.

Modified o-methyl-substituted IBX: room temperature oxidation of alcohols and sulfides in common organic solvents

o-Methyl-substituted Me-IBX is the first modified analog of IBX that oxidizes alcohols in common organic solvents at room temperature, due to a composite of two factors, that is, low solubility and hypervalent twisting-promoted rate enhancement. Furthermore, the reagent is efficient for selective oxidation of sulfides to sulfoxides, a transformation that otherwise occurs only sluggishly with standard IBX. The facile synthetic accessibility and its mild as well as non-hazardous nature render Me-IBX a stable equivalent of Dess-Martin periodinane reagent in organic oxidations.

The efficient and chemoselective MoO3-catalyzed oxidation of sulfides to sulfoxides and sulfones with H2O2

Hydrogen peroxide together with MoO3 as catalyst can efficiently and chemoselectivity oxidize sulfides to sulfoxides and sulfones in the presence of other oxidized functional groups in ethanol at 50°C in short reaction times.

First synthesis of β-keto sulfoxides by a palladium-catalyzed carbonylative suzuki reaction

(Chemical Equation Presented) An unprecedented palladium-catalyzed three-component cross-coupling reaction between α-bromo sulfoxide, carbon monoxide, and aromatic boronic acids provides a new and efficient approach to the synthesis of β-ketosulfoxides. T

3-Carboxypyridinium chlorochromate - aluminium chloride - An efficient and inexpensive reagent system for the selective oxidation of sulfides to sulfoxides and sulfones in solution and under microwave irradiation

3-Carboxypyridinium chlorochromate (CPCC) in the presence of aluminium chloride is a very efficient reagent for the selective oxidation of sulfides to sulfoxide and sulfones in solution and under microwave irradiation. It is noteworthy that different functional groups including carbon-carbon double bonds, ketones, oximes, aldehydes, ethers, and acetals were tolerated under these reaction conditions.