23075-79-8

Upstream product

• 18282-40-1 1-ethyl-2-iodobenzene 
• 108-98-5 thiophenol 
• 100-41-4 ethylbenzene 
• 882-33-7 diphenyldisulfane 
• 1973-22-4 1-bromo-2-ethylbenzene 
• 82136-00-3 1-phenylthiaindan hexafluorophosphate 

Downstream Products

• 1289207-98-2 C₁₆H₁₆OS 
• 23075-81-2 2-Carboxy-2'-ethyl-diphenyl-sulfon-methylester 
• 23075-80-1 2-Carboxy-2'-ethyl-diphenyl-sulfon 
• 23075-78-7 2-ethylphenyl phenyl sulfone 

Relevant academic research and scientific papers

Preparation method and application of novel ionic binuclear Schiff base titanium complex

The invention provides a preparation method of a novel ionic binuclear Schiff base titanium complex and a synthetic method of applying the novel ionic binuclear Schiff base titanium complex to catalyze zinc powder and reduce disulfide or selenide to prepare sulfo(seleno) ester and dissymmetric sulfoether(selenide). The complex is a cationic binuclear Schiff base titanium complex, wherein titaniumatoms are bridged by oxygen atoms and are coordinated with a Schiff base ligand and a hydrone, and an ionic bond is formed by a cation part and an anion part of whole Schiff base titanium. The ionic binuclear Schiff base titanium complex is used as a catalyst, the zinc powder is used as a reducer, the disulfide(selenide) can be reduced and fractured, and the disulfide(selenide) can further and respectively react with anhydride, an alpha-bromo carbonyl compound and bromoalkane to prepare the sulfo(seleno) ester and the dissymmetric sulfoether(selenide). According to the preparation method provided by the invention, the defects that traditional lewis acid halide is deliquescent, an absolute solvent is used, conditions are strict and the like are overcome; an effective path for reducing the disulfide or selenide to prepare the sulfo(seleno) ester and the dissymmetric sulfoether(selenide) is provided, and the preparation method has the advantages of high yield, simpleness in operation andthe like.

The synthesis and SAR of novel diarylsulfone 11β-HSD1 inhibitors

In this communication, human 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitory activities of a novel series of diarylsulfones are described. Optimization of this series resulted in several highly potent 11β-HSD1 inhibitors with excellent pharmacokinetic (PK) properties. Compound (S)-25 showed excellent efficacy in a non-human primate ex vivo pharmacodynamic model.

One-step arylthiolation of aromatic compounds by disulfide radical cations generated from oxidation of diaryl disulfides with aluminium chloride

Reactions of di(phenyl and 4-tolyl) disulfides 1a and 1b with PhX 3a-e (X = H, Me, Et, Ph and Cl) in the presence of AlCl3 at 25°C give diaryl sulfides 4-6 by aromatic arylthiolation via the disulfide radical cations 2, along with thiophenols 7 formed in the incomplete reactions. Competitive intramolecular reactions of 2a also yield diphenyl sulfide 4a or/and thianthrene 8. However, the reactions of bis(4-chlorophenyl and 4-fluorophenyl) disulfides 1c and 1d selectively lead to the aromatic arylthiolation in high yields. The Hammett ρ = -8.8 at 25°C for the phenylthiolation in the reactions of 1a is more negative than that (ρ = -7.0 at -30°C) using SbCl5 instead of AlCl3, and the value ρ = -8.0 for the arylthiolation using 1d is less negative than that using 1a. These and the other mechanistic aspects support the arylthiolations via 2.

Novel efficient aromatic arylthiolation by disulfide radical cations generated by oxidation of diaryl disulfides

The disulfide radical cation was generated by oxidation of diphenyl disulfide using H2SO4 in CF3CO2H or SbCl5 in CH2Cl2, and allowed to react with benzene, toluene, ethylbenzene, chlorobenzene, anisole and alkyl phenyl sulfides to give efficiently para-substituted diphenyl sulfides along with a small amount of the ortho-isomers. The intermediacy of the radical cation in this aromatic phenylthiolation is consistent with the evidence derived from a Hammett plot with ρ = -7.0 (using SbCl5 in CH2Cl2), from effects of oxidants, counter-anions and solvents and from electronic absorptions (540 and 650 nm). Using di-4-anisyl, di-4-tolyl and di-4-chlorophenyl disulfides instead of diphenyl disulfide, the aromatic arylthiolation similarly occurs via radical cations from their disulfides.

One-Electron Chemical Reductions of Phenylalkylsulfonium Salts

Twenty-two arylalkylsulfonium salts have been reduced with potassium in graphite in tetrahydrofuran and the sulfide products identified.Two trialkylsulfonium salts did not reduce under these conditions.Comparison of the sulfides from a series of monophenylalkylsulfonium salts reveals a leaving-group propensity of benzyl > secondary > primary > methyl > phenyl in a ratio of 28:(6.0 +/- 0.3):1.0:(0.53 +/- 0.09): 0.05.The cleavage ratio is shown to be independent of the electron source and the homogeneity of heterogeneity of the reaction in two cases.Multiplicative transitivity of the above ratios is not observed, although the same qualitative order is found for other comparisons.These results are interpreted in terms of the initial formation of a ?-ligand radical anion sulfonium cation, which undergoes cleavage to a carbon radical and a sulfide.This appears to be the first evidence for this type of structure in a sulfur system.Leaving-group propensities different from the above order are observed in reductions of diphenylsulfonium and benzo-fused sulfonium salts, and rationales are offered.The intermediates in these reactions appear to be different from those involved in radical additions to, or displacements on, sulfur.