940-12-5

Usage

Synthesis Reference(s)

Synthetic Communications, 24, p. 2229, 1994 DOI: 10.1080/00397919408019047

InChI:InChI=1/C7H7NO3S/c1-12(11)7-4-2-6(3-5-7)8(9)10/h2-5H,1H3

Upstream product

• 701-57-5 1-methylthio-4-nitro-benzene 
• 67-71-0 dimethylsulfone 
• 100-01-6 4-nitro-aniline 
• 22133-01-3 S-methyl-S-(4-nitrophenyl)sulfoximine 
• 66021-66-7 p-TolSO₂NO 
• 74087-85-7 3,3-dimethyldioxirane 
• 1849-36-1 para-nitrobenzenethiol 
• 82244-65-3 1-nitro-4-trideuteriomethanesulfinyl-benzene 
• 75-16-1 methylmagnesium bromide 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 
• 67-68-5 dimethyl sulfoxide 
• 3406-71-1 (4-nitrophenylsulfinyl)acetic acid 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 164021-74-3 (1S,2R)-(-)-2-[N-(3’,5’-di-tert-butylsalicylidene)amino]-1,2-diphenylethanol 

Downstream Products

• 22865-62-9 4-(methylsulfinyl)aniline 
• 940-12-5 (R)-methyl 4-nitrophenyl sulfoxide 
• 2976-30-9 1-methanesulfonyl-4-nitrobenzene 
• 940-12-5 (S)-methyl 4-nitrophenyl sulfoxide 
• 67-64-1 acetone 
• 1041856-53-4 C₁₅H₁₄N₂O₄S 
• 701-57-5 1-methylthio-4-nitro-benzene 
• 104-96-1 4-methylsulfanylaniline 
• 946826-92-2 N-(cyano)4-nitrophenyl methyl sulfilimine 
• 942410-46-0 (RS)-S-(4-nitrophenyl)-N-propyl-S-methylsulfoximide 
• 942410-44-8 (RS)-S-(4-nitrophenyl)-N-propionyl-S-methylsulfoximide 
• 851008-60-1 (RS)-S-(4-nitrophenyl)-N-(ethoxycarbonyl)-S-methyl sulfoximide 
• 942410-74-4 (RS)-S-(4-nitrophenyl)-N-(2-methoxy-acetyl)-S-methylsulphoximide 
• 942410-53-9 N-phenyl-S-(4-nitro)phenyl-S-methylsulfoximine 

Relevant academic research and scientific papers

Chiral Ligands in Hypervalent Iodine Compounds: Synthesis and Structures of Binaphthyl-Based λ3-Iodanes

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Selective Photocatalytic Oxidation of Sulfides in Lanthanide Metal -Organic Frameworks Incorporating Ru(2,2′-bpy)3 photosensitizer

Three isostructural lanthanide metal-organic frameworks (Ln-MOFs) were synthesized with uncoordinated N^N site, and the Ru(N^N)3 photosensitizer was introduced via coordination link. These functionalized frameworks showed excellent performance

Catalyst-free visible light-mediated selective oxidation of sulfides into sulfoxides under clean conditions

A facile and efficient visible-light-mediated method for directly converting sulfides into sulfoxides under clean conditions without using any photocatalysts is reported. This method exhibited favourable compatibility with functional groups and afforded a series of sulfoxides with high selectivity and yields. Moreover, in order to shed more light on such a transformation, detailed mechanism studies were carried out both experimentally and theoretically. The readily accessible, low-cost and eco-friendly nature of the developed method will endow it with attractive applications in chemical synthesis.

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.

Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide

A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.

Organocatalytic sulfoxidation

Treatment of a sulfide with a catalytic amount of a 1,3-diketone in the presence of silica sulfuric acid as a co-catalyst and hydrogen peroxide (50% aq) as the stoichiometric oxidant leads to the corresponding sulfoxide product. The reaction is effective for diaryl, aryl-alkyl and dialkyl sulfides and is tolerant of oxidisable and acid sensitive functional groups. Investigations have shown that the tris-peroxide 2, formed on reaction of pentane-2,4-dione with hydrogen peroxide under acidic reaction conditions, can oxidise two equivalents of sulfide using the exocyclic peroxide groups whereas the endocyclic peroxide remains intact. Calculations provide a mechanism consistent with experimental observations and suggest the reaction proceeds via an initial acid catalysed ring opening of a protonated tris-peroxide prior to oxygen transfer to a sulfur nucleophile.

Polyoxometalate-Based Organic-Inorganic Hybrids as Heterogeneous Catalysts for Cycloaddition of CO2with Epoxides and Oxidative Desulfurization Reactions

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