31419-25-7

Upstream product

• 3704-28-7 methyl 2-(methylthio)benzoate 
• 67-68-5 dimethyl sulfoxide 
• 4892-02-8 Methyl thiosalicylate 
• 134-20-3 2-carbomethoxyaniline 
• 144-86-5 N-chloro-4-methylbenzenesulfonamide 
• 186581-53-3 diazomethane 
• 19093-34-6 2-(methylsulfinyl)benzoic acid 

Downstream Products

• 3704-28-7 methyl 2-(methylthio)benzoate 
• 16605-99-5 biphenyl-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Asymmetric sulfoxidation catalyzed by a vanadium bromoperoxidase: Substrate requirements of the catalyst

An investigation of the catalytic effect of vanadium bromoperoxidase (VBrPO, from Corallina officinalis) on the oxidation of a series of prochiral sulfides by hydrogen peroxide, revealed that substrates having a cis- positioned carboxyl group are oxidized

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.

On-Demand Generation and Use in Continuous Synthesis of the Ambiphilic Nitrogen Source Chloramine

Herein, we demonstrate the on-demand synthesis of chloramine from aqueous ammonia and sodium hypochlorite solutions, and its subsequent utilization as an ambiphilic nitrogen source in continuous-flow synthesis. Despite its advantages in cost and atom economy, chloramine has not seen widespread use in batch synthesis due to its unstable and hazardous nature. Continuous-flow chemistry, however, provides an excellent platform for generating and handling chloramine in a safe, reliable, and inexpensive manner. Unsaturated aldehydes are converted to valuable aziridines and nitriles, and thioethers are converted to sulfoxides, in moderate to good yields and exceedingly short reaction times. In this telescoped process, chloramine is generated in situ and immediately used, providing safe and efficient conditions for reaction scale-up while mitigating the issue of its decomposition over time.

Electrochemical synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide

A new route for a one-pot synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide using an electrochemical technique was developed. This protocol proceeded smoothly by employing electrons and hydrogen peroxide as clean oxidants, and a wide range of aromatic and aliphatic sulfoxides were synthesized in moderate to good yields.

Visible light catalyzed methylsulfoxidation of (het)aryl diazonium salts using DMSO

The visible light catalyzed methylsulfoxidation of (het)aryl diazonium salts using DMSO is illustrated. This is the first example of DMSO being used as the source of the methylsulfinyl group. The procedure tolerates a wide range of functional groups on (het)aryl diazonium salts and provides aryl methyl sulfoxides in excellent yields under mild reaction conditions.

Preparation, Characterization, and Oxygenase Activity of a Photocatalytic Artificial Enzyme

A bicyclo[6,1,0]nonyne-substituted 9-mesityl-10-methyl-acridinium cofactor was prepared and covalently linked to a prolyl oligopeptidase scaffold containing a genetically encoded 4-azido-L-phenylalanine residue in its active site. The resulting artificial

Oxidation of organic sulfides by imidazolium fluorochromate: A kinetic and mechanistic approach

The oxidation of organic sulfides by imidazolium fluorochromate resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to imidazolium fluorochromate. A Michaelis-Menten type kinetics was observed with respect t

Oxidation of organic sulfides by tetraethylammonium chlorochromate: A kinetic and mechanistic study

The oxidation of organic sulfides by tetraethylammonium chlorochromate (TEACC) resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to both TEACC and the sulfide. The reaction is catalyzed by toluene-p-sulfon

Kinetics and mechanism of the oxidation of organic sulfides with bis(pyridine)silver permanganate

The oxidation of organic sulfides by bis(pyridine)silver permanganate (BPSP) resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to both BPSP and sulfides. The reaction is catalysed by hydrogen ions. The rat

Chemoselective sulfide oxidation mediated by bridged flavinium organocatalysts

The chemoselective oxidation of sulfides to sulfoxides, catalysed by bridged, tetracyclic flavinium catalysts is presented. The flavinium catalysts are easily prepared via a telescoped three-step process. A range of sulfoxides is accessed in excellent yield and chemoselectivity.