2844-06-6

Upstream product

• 5184-47-4 benzyl butyl sulfide 
• 693-03-8 n-butyl magnesium bromide 
• 72054-32-1 methyl phenylmethanesulfinate 
• 7601-90-3 perchloric acid 
• 64-17-5 ethanol 
• 7722-84-1 dihydrogen peroxide 
• 109-79-5 n-butanethiol 
• 100-39-0 benzyl bromide 

Downstream Products

• 102635-72-3 C₂₂H₃₀OS₂ 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 7559-55-9 S-butyl butane-1-sulfinothioate 
• 588-59-0 stilbene 
• 5184-47-4 benzyl butyl sulfide 
• 102635-70-1 C₂₂H₃₀O₂S₂ 

Relevant academic research and scientific papers

Laccase-TEMPO as an efficient catalyst system for metal- and halogen-free aerobic oxidation of thioethers to sulfoxides in aqueous media at ambient conditions

We present for the first time an eco-friendly procedure for the aerobic oxidation of thioethers to sulfoxides using laccase-TEMPO catalyst system. This catalyst system allows for simpler (easy work-up) and greener methodologies (room temperature, phosphate buffer) while keeping high reaction yields and selectivity. This work is superior to others due to free from any transition metal and halide co-catalysts.

Sulfonated condensed polynuclear aromatic (S-COPNA)) resin catalyzed selective oxidation of sulfides to sulfoxides or sulfones using hydrogen peroxide

Sulfonated condensed polynuclear aromatic (S-COPNA) resin was found to be a highly efficient, environmentally friendly, recyclable heterogeneous catalyst for the oxidation of alkyl and aryl sulfides to the corresponding sulfoxides or sulfones, in good yields under mild reaction conditions using 30% hydrogen peroxide as an oxidant. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental resource: Synthesis of the S-COPNA resin catalyst. Spectroscopic data for compounds.

trans-(±)-2-tert-butyl-3-phenyloxaziridine: A unique reagent for the oxidation of thiolates into sulfenates

(Chemical Equation Presented) Aliphatic thiolates were efficiently converted into the corresponding sulfenates by smooth oxidation with trans-(±)-2-tert-butyl-3-phenyloxaziridine at room temperature (five examples). Subsequent electrophilic quench with benzyl bromide led to sulfoxides (S-alkylation) in good to moderate yields. Application of the protocol to an aromatic substrate was also successful. This work represents the first valuable example of the use of this poorly active oxidizing agent in synthetic organic chemistry without the need for activating conditions.

4-Hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB as an oxidative biocatalyst in the synthesis of optically active sulfoxides

Recombinant 4-hydroxyacetophenone monooxygenase (HAPMO) from Pseudomonas fluorescens ACB has been tested as a catalyst in sulfoxidation reactions on a set of aromatic sulfides. With a few exceptions, excellent enantioselectivities in the synthesis of chiral phenyl and benzyl sulfoxides were achieved. The bacterial Baeyer-Villiger monooxygenase was also shown to accept racemic sulfoxides, a prochiral diketone and an organoboron compound as substrates. This study demonstrates the great biocatalytic potential of this novel oxidative enzyme.

Metal-free chemoselective oxidation of sulfides to sulfoxides by hydrogen peroxide catalyzed by in situ generated dodecyl hydrogen sulfate in the absence of organic co-solvents

The mild oxidation of sulfides to sulfoxides with an aqueous solution of H2O2 (35%) catalyzed by in situ generated dodecyl hydrogen sulfate as Bronsted acid surfactant in the absence of any organic cosolvents and under metal-free con

Nitric acid in the presence of supported P2O5 on silica gel affords an efficient and mild system for oxidation of organic compounds under solvent-free conditions

This paper describes an efficient and easy method for oxidation of alcohols 1 and sulfides 2 to their corresponding carbonyl compounds 3 and sulfoxides 4 with nitric acid in the presence of supported P2O5 on silica gel under solvent-free conditions in high yields.

Efficient and highly selective oxidation of sulfides to sulfoxides in the presence of an ionic liquid containing hypervalent iodine

A mild, efficient, highly selective, and environmentally friendly oxidation of sulfides to sulfoxides with a recyclable ion-supported hypervalent iodine reagent has been developed. This reaction is tolerant of hydroxyl, nitrile, methoxy, carbon-carbon double bonds, and ester functionalities. Aliphatic and aromatic sulfides are selectively oxidized to the corresponding sulfoxides at room temperature in excellent yields. Georg Thieme Verlag Stuttgart.

Nitric acid in the presence of supported P2O5 on silica gel: An efficient and novel reagent for oxidation of sulfides to the corresponding sulfoxides

This paper describes an efficient and easy method for oxidation of sulfides 1 to their corresponding sulfoxides 2 with nitric acid in the presence of supported P2O5 on silica gel under solvent-free conditions in high yields.

Selective oxidation of sulfides to sulfoxides with poly[4-hydroxy(tosyloxy) iodo]styrene

Sulfides can be selectively converted to corresponding sulfoxides in excellent yields under mild conditions by linear and 1% cross-linked poly[4-hydroxy(tosyloxy)iodo]styrene (PSHTIB). Copyright Taylor & Francis, Inc.

Remarkably mild and simple preparation of sulfenate anions from β-sulfinylesters: A new route to enantioenriched sulfoxides

(Chemical Equation Presented) A general, efficient, and experimentally simple method for the generation of sulfenate salts has been developed using β-sulfmylesters as substrates. The process is based on a retro-Michael reaction, initiated by deprotonation at low temperature. Upon treatment with alkyl halides, the liberated sulfenates are subsequently converted into sulfoxides in good to excellent yield. Extension of the methodology to an unprecedented access to nonracemic sulfoxides by introduction of an enantiopure ligand, (-)-sparteine, is also described.