640-57-3

Usage

Uses

p-Methyldiphenyl Sulfone is a derivative of diphenyl sulfone

Synthesis Reference(s)

The Journal of Organic Chemistry, 32, p. 2931, 1967 DOI: 10.1021/jo01284a075Synthesis, p. 283, 1984

InChI:InChI=1/C13H12O2S/c1-11-7-9-13(10-8-11)16(14,15)12-5-3-2-4-6-12/h2-10H,1H3

Upstream product

• 3699-01-2 4-tolyl phenyl sulfide 
• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 6311-23-5 2-(toluene-4-sulfonylamino)-benzoic acid 
• 103151-64-0 4-[N-(toluene-4-sulfonyl)-anilino]-butyric acid 
• 10506-59-9 dimethyl disulfate 
• 104-15-4 toluene-4-sulfonic acid 
• 71-43-2 benzene 
• 42840-02-8 2-(Toluene-4-sulfonylamino)-benzoyl chloride 
• 60-29-7 diethyl ether 
• 98-09-9 benzenesulfonyl chloride 
• 108-88-3 toluene 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 98-59-9 p-toluenesulfonyl chloride 
• 2674-04-6 diphenyl cadmium 

Downstream Products

• 860699-53-2 2-tosylbenzoic acid 
• 103626-97-7 5-methyl-2,2'-sulfonyl-di-benzoic acid 
• 536-57-2 p-toluene sulfinic acid 
• 5361-54-6 4-(phenylsulfonyl)benzoic acid 
• 7705-63-7 1-(bromomethyl)-4-(phenylsulfonyl)benzene 
• 83859-32-9 4-tolyl phenyl selenide 
• 854637-15-3 2,4-bis-benzenesulfonyl-toluene 
• 101597-95-9 1-benzenesulfonyl-4-diacetoxymethyl-benzene 
• 13333-14-7 4,4'-Di-benzolsulfonyl-stilben 
• 53348-83-7 C₂₈H₂₂O₂S 
• 13333-13-6 p-Phenylsulfonyl-p'-N,N-dimethylamino-stilben 
• 53178-81-7 p-Phenylsulfonyl-α-nitrotoluol 
• 53178-93-1 p-Phenylsulfonyl-α,α-dibrom-α-nitro-toluol 
• 13343-52-7 4-[2-(4-Benzenesulfonyl-phenyl)-1,1-diphenyl-ethyl]-2,6-di-tert-butyl-phenol 

Relevant academic research and scientific papers

Dispersible porous classical polymer photocatalysts for visible light-mediated production of pharmaceutically relevant compounds in multiple solvents

The dispersibility of photocatalytic polymeric materials is currently a limiting factor for wide scale use. Indeed, the dispersibility of photocatalytic material in solvents dictates its use as heterogenous catalysts, due in part to reagent solubility. Here, we describe a new platform for producing porous polymer photocatalytic nanoparticles that are easily dispersible in a broad range of solvents. Photocatalytic porous classical polymer nanoparticles have been designed, based on classical porous nanoparticles copolymerised with photocatalytic moieties. The combination of both classical and photocatalytic monomers results in an affordable highly photocatalytically effective material, that can be easily dispersed in a wide range of solvents. The versatility and useability of this new material has been demonstrated by photocatalysing a number of pharmaceutically relevant compounds in solvents with varying polarity.

Visible-Light-Mediated Late-Stage Sulfonylation of Boronic Acids via N-S Bond Activation of Sulfonamides

A visible-light-mediated late-stage arylation of N-S bonds in sulfonamides has been developed with using readily available imines as sulfonyl radical source. Diverse complex sulfones could be synthesized by prefunctionalizaiton and subsequent N-S bond ary

Metal-free sulfonylation of arenes with: N -fluorobenzenesulfonimide via cleavage of S-N bonds: expeditious synthesis of diarylsulfones

A novel metal-free sulfonylation of arenes with N-fluorobenzenesulfonimide (NFSI) toward the synthesis of diarylsulfones has been developed. The reaction represents a rare example of sulfonylation reaction using NFSI as an efficient sulfonyl donor and the first example of acid-mediated sulfonylation of unactivated arenes with NFSI via selective cleavage of S-N bonds. This protocol provides a concise approach for the construction of pharmaceutically and biologically important diarylsulfones. Applications in the functionalization of natural products (e.g., β-estradiol) and in the synthesis of a key intermediate to an inhibitor of farnesyl-protein transferase, as well as in the gram-scale synthesis of the EPAC2 antagonist, are demonstrated. This journal is

On the important transition of sugar-based surfactant as a microreactor for C-S coupling in water: From micelle to vesicle

A reversible, temperature-induced micelle-to-vesicle transition of a sugar-based pseudogemini surfactant (C11D12) was employed for copper-catalyzed C-S coupling in water. The phase behavior and morphology of the C11D12 aqueous solution were investigated by DLS and cryo-TEM. The aggregates undergo a series of transitions upon increasing the temperature: spherical micelles were initially transformed into large vesicles, but they eventually transformed into smaller vesicles. The vesicular catalytic protocol accommodates an excellent substrate scope with moderate to high yields. The mechanisms of temperature-induced aggregate transition and vesicular catalysis were elucidated by experimental results and DFT calculations. It was revealed that the charge layer of the vesicle grants stronger nucleophilicity to the PhSO2-Cu-D12Ga intermediate. Furthermore, the aqueous reaction medium can be recycled and reused several times after easily separating the precipitated product.

Interfacing sugar-based surfactant micelles and Cu nanoparticles: A nanoreactor for C-S coupling reactions in water

A simple and sustainable synergistic catalytic protocol by interfacing nanomicelles and metal nanoparticles (MNPs) is reported for C-S coupling reactions in water. The sugar-based surfactant GluM was synthesized by introducing a PEG chain to stabilize MNPs and self-assembled to form nanomicelles. Cu2O nanoparticles were generated via in situ reduction of copper salt in an aqueous solution of the sugar-based surfactant. The nature of the interaction between nanomicelles and Cu2O nanoparticles was revealed by XPS, XRD, in situ IR, TEM, and 1H NMR. A broad substrate scope with moderate to excellent yields was documented and the recycling of the GluM/Cu aqueous mixture was surprising.

Method for synthesizing diaryl sulfone compound by photocatalytic oxidation of diaryl sulfide

The invention discloses a method for synthesizing a diaryl sulfone compound by photocatalytic oxidation of diaryl sulfide, which comprises the following steps: in an oxygen-containing atmosphere and under the condition of 370-375nm ultraviolet irradiation, carrying out one-pot reaction on the diaryl sulfide compound and sodium difluoromethanesulfinate in a dioxane solution system to generate the diaryl sulfone compound. The method has the advantages of mild conditions, simple operation, environmental protection, easily available raw materials, excellent compatibility of substrate functional groups, high reaction yield and the like.

Synthesis of Sulfones and Sulfonyl Derivatives using Sodium (tert-butyldimethylsilyl)oxymethanesulfinate

The present invention relates to a method for manufacturing a sulfone and sulfonyl derivative compound using sodium (tert-butyldimethylsilyl)oxymethanesulfinate, which is a novel organic sulfin salt, wherein the novel organic sulfin salt has good stability, environmental friendliness and economy, and is easy to handle, and thus significantly reduces the amount of transition metal catalysts and the amount of organic sulfin salts used when introducing aryl or alkenyl. Also, alkylation, arylation, amination, and fluorination are all possible during secondary functionalization. Therefore, the present invention can be usefully used in preparation and mass production of various kinds of sulfones and derivatives thereof including asymmetric sulfone derivatives.

Electrochemical oxygenation of sulfides with molecular oxygen or water: Switchable preparation of sulfoxides and sulfones

A practical and eco-friendly method for the controllable aerobic oxygenation of sulfides by electrochemical catalysis was developed. The switchable preparation of sulfoxides and sulfones was effectively controlled by reaction time, in which both molecular oxygen and water can be used as the oxygen source under catalyst and external oxidant-free conditions. The electrochemical protocol features a broad substrate scope and excellent site selectivity and is successfully applied to the modification of some sulfide-containing pharmaceuticals and their derivatives. This journal is

Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation

A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is

Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides

The oxidation of diaryl sulfides and aryl alkyl sulfides to the corresponding sulfoxides and sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield under a constant current of 5 mA for 10 h in DMF, while sulfones are formed as the major product under a constant current of 10 or 20 mA for 10 h in MeOH. The oxygen of both the sulfoxide and sulfone function is derived from water.