27998-52-3

Upstream product

• 6110-01-6 4-phenylsulfanyl-butan-2-one 
• 108-98-5 thiophenol 
• 18826-95-4 1.3-butanediol 
• 66003-76-7 Diphenyliodonium triflate 
• 27098-65-3 3-phenylsulfanyl-propionaldehyde 
• 74-88-4 methyl iodide 
• 100-68-5 methyl-phenyl-thioether 
• 75-56-9 methyloxirane 

Downstream Products

• 6110-01-6 4-phenylsulfanyl-butan-2-one 
• 134641-08-0 (R)-4-(phenylthio)-2-butanol 
• 149883-16-9 (R)-O-acetyl-1-(phenylthio)-3-butanol 
• 77657-94-4 4-(phenylsulfinyl)butan-2-ol 
• 65288-08-6 (RS)-4-phenylsulfonyl-2-butanol 
• 74-85-1 ethene 
• 75-07-0 acetaldehyde 
• 108-98-5 thiophenol 
• 85287-75-8 3-Ethyl-6-methyl-4-phenylsulfanyl-tetrahydro-pyran-2-one 
• 85287-74-7 3,6-Dimethyl-4-phenylsulfanyl-tetrahydro-pyran-2-one 
• 85287-69-0 (3-Chloro-1-methyl-3-phenylsulfanyl-propoxy)-trimethyl-silane 
• 65288-16-6 trans-1-phenylsulfonyl-2-methyl cyclopropane 
• 65288-12-2 toluene-4-sulfonic acid 3-benzenesulfonyl-1-methylpropyl ester 
• 148118-29-0 (3R)-1-phenylsulphonyl-3-hydroxybutane 

Relevant academic research and scientific papers

A mild and chemoselective CALB biocatalysed synthesis of sulfoxides exploiting the dual role of AcOEt as solvent and reagent

A mild, chemoselective and sustainable biocatalysed synthesis of sulfoxides has been developed exploiting CALB and using AcOEt with a dual role of more environmentally friendly reaction solvent and enzyme substrate. A series of sulfoxides, including the drug omeprazole, have been synthesised in high yields and with excellent E-factors.

New thiochromans via reductive cyclization of thiophenol derivatives

Reductive cyclization of sulfur-containing substrates 1 and 5 with samarium diiodide afforded the corresponding thiochroman derivatives with excellent diastereoselectivities. Cyclization of 1 is facilitated by geminal dimethyl substitution, which accelera

One-pot catalyst-free synthesis of β-and γ-hydroxy sulfides using diaryliodonium salts and microwave irradiation

A simple and rapid one-pot protocol is described for the preparation of α- and β-hydroxy sulfides. The direct solvent-free microwave irradiation of diaryliodonium salts, potassium thiocyanate, and ethylene glycol/β-propylene glycol without any catalyst or base affords the final compounds in good yields (65-95 %) in around 10-25 min. Copyright

Gas-phase pyrolytic reaction of 3-phenoxy and 3-phenylsulfanyl-1-propanol derivatives: Kinetic and mechanistic study

3-Phenoxy-l-propanols 1a-c and 3-phenylsuIfanyl-1-propanols 2a-c containing primary, secondary, and tertiary alcohols were prepared and subjected to gas-phase pyrolysis in a static reaction system. Pyrolysis of 4-phenyl-1-butanol 3, 2-methyl-3-phenyl-1-propanol 4, and 2-methyl-3-phenylpropanoic acid 5 was also studied, and results were compared with those obtained for compounds 1-3. The pyrolytic reactions were homogeneous and followed a first-order rate equation. Analysis of the pyrolysate showed the products to be phenol (from la to 1c), thiophenol (from 2a to 2c), and toluene (from 3 to 5) and carbonyl compounds. The kinetic results and product analysis of each of the nine investigated compounds are rationalized in terms of a plausible transition state for the elimination pathway.

Kinetic resolution of β- and γ-hydroxy sulfides by fungal lipase from Humicola lanuginosa

Racemic β- and γ-hydroxy sulfides were resolved by Humicola lanuginosa lipase catalyzed transesterification using vinyl acetate both as acyl donor and solvent. The effect of substituents and spacer length on rate of reaction and enantioselectivity is obse

Preparation of thiochromans via thermal cyclization

Formation of the thiochroman ring system is achieved by a two step synthesis that involves heating 3-thiophenyl-1-propanols or 4-thiophenyl-2-butanols in toluene with catalytic amounts of p-toluenesulfonic acid. The propanols are made by the addition of s

Functionalized organolithium compounds of DTBB-catalyzed sulfur-lithium exchange

The successive reaction of β- or γ-hydroxy or amino phenyl thioethers (1,4) with butyllithium and an excess of lithium powder in the presence of a catalytic amount of DTBB in THF at - 78°C leads to the formation of the corresponding β- or γ-functionalized organolithium compounds 2 or 5, respectively, which by treatment with different electrophiles [D2O, t- BuCHO, PhCHO, Me2CO, (CH2)4CO, (CH2)5CO] at temperatures ranging between - 78°C and room temperature yields, after hydrolysis with water, the expected functionalized alcohols or amines 3 or 6, respectively, in a completely regioselective manner.

Acylations and aldol-type reactions of cyclopropyl α-sulfonyl carbanions

Acylations and aldol-type reactions of cyclopropyl α-sulfonyl carbanions formed from (1R*,2R*)-2-alkyl- 1-(phenylsulfonyl)cyclopropanes (1R*,2R*)- gave (1R*,2R*)-1-acyl-, and (1R*,2R*)-1-(1-hydroxyalkyl)-2- alkyl-1-(phenylsulfonyl)cyclopropanes [(1R*,2R*)

Method for purification of alcohols

A method for the purification of alcohols from organic soluble impurities has been discovered comprising treating the crude alcohol with a cyclic anhydride followed by an aqueous base and extracting the corresponding half-ester into aqueous solution leaving the impurities in organic solution. This method is particularly useful for the separation of chiral, nonracemic alcohols from the corresponding antipodal ester (the mixture resulting from an enzymatic kinetic resolution) because the separation is non-chromatographic and the enantiomeric integrity of the products is maintained.

O-SILYLATED ENOLATE PHENYLTHIOALKYLATION: a SYNTHESIS OF α,β-UNSATURATED 5- AND 6-MEMBERED LACTONES.

ZnBr2-catalysed phenylthioalkylation of keten bis(trimethylsilyl)acetals, obtained from carboxylic acids, with appropriate α-chlorosulphides can be used to prepare γ- and δ-lactones.