1129-70-0

Usage

InChI:InChI=1/C11H16S/c1-2-3-7-10-12-11-8-5-4-6-9-11/h4-6,8-9H,2-3,7,10H2,1H3

Upstream product

• 110-53-2 1-Bromopentane 
• 108-98-5 thiophenol 
• 628-17-1 amyl iodide 
• 109-67-1 1-penten 
• 75-15-0 carbon disulfide 
• 872-10-6 diamyl sulfide 
• 694-80-4 2-bromo-1-chlorobenzene 
• 4450-76-4 1-pentyl tosylate 
• 882-33-7 diphenyldisulfane 
• 71-41-0 pentan-1-ol 
• 544-15-0 pentylmercury ⁽¹⁺⁾; chloride 
• 591-50-4 iodobenzene 
• 110-66-7 n-pentanethiol 
• 542-69-8 1-iodo-butane 

Downstream Products

• 101267-04-3 1-(4-pentylsulfanyl-phenyl)-ethanone 
• 25346-86-5 4,4'-Di-pentylmercapto-stilben 
• 34009-04-6 phenyl pentyl sulfone 
• 82423-73-2 1-chloro-1-phenylthiopentane 
• 83818-64-8 ((Z)-1-Chloro-pent-1-enylsulfanyl)-benzene 
• 116671-45-5 5-Phenylsulfanyl-nonan-3-one 
• 812681-22-4 1-(4-(pent-1-ylsulfanyl)phenyl)propan-1-one 
• 65473-87-2 S-(n-pentyl)-S-phenyl-N-(p-tolylsulfonyl)sulfimide 
• 127594-99-4 (1-Fluoro-pentane-1-sulfinyl)-benzene 
• 127594-92-7 (1-Fluoro-pentylsulfanyl)-benzene 
• 80934-78-7 2-(1-Phenylthiopentyl)-cyclopentanone 
• 25564-22-1 2-pentyl-2-cyclopenten-1-one 
• 2348-17-6 hexan-2-one-(2,4-dinitro-phenylhydrazone) 
• 91787-42-7 5-phenylsulphonyl-5-trimethylsilylnonane 

Relevant academic research and scientific papers

Air-stable binuclear Titanium(IV) salophen perfluorobutanesulfonate with zinc power catalytic system and its application to C–S and C–Se bond formation

An air-stable μ-oxo-bridged binuclear Lewis acid of titanium(IV) salophen perfluorobutanesulfonate [{Ti(salophen)H2O}2O][OSO2C4F9]2 (1) was successfully synthesized by the reaction of TiIV(salophen)Cl2 with AgOSO2C4F9 and characterized by techniques such as IR, NMR and HRMS. This complex was stable open to air over a year, and exhibited good thermal stability and high solubility in polar organic solvents. The complex also had relatively strong acidity with a strength of 0.8 Ho ≤ 3.3, and showed high catalytic efficiency towards various C–S and C–Se bond formations in the presence of zinc power. This catalytic system affords a mild and efficient approach to synthesis of thio- and selenoesters, α-arylthio- and seleno-carbonyl compounds, and thio- and selenoethers.

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.

Aryl sulfoxide, thioether compound, synthesis method and application thereof

The invention discloses a method for selective synthesis of an aryl sulfoxide compound (III) and an aryl thioether compound (IV). According to the invention, in a reactive solvent, an aryl high iodinesalt is adopted as the reaction raw material, aryl/alkyl thiosulfate is taken as the vulcanizing reagent, under the catalysis of visible light and a photosensitive reagent, and under the action of lewis acid and alkali, when the reaction atmosphere is nitrogen, the thioether compound (IV) can be generated, and when the reaction atmosphere is air, the sulfoxide compound (III) can be generated. Thesynthesis method provided by the invention has the advantages of easily available and cheap raw materials, simple reaction operation, mild and environment-friendly reaction conditions, high yield, and excellent functional group tolerance. The invention also discloses the new aryl sulfoxide compound (III) and aryl thioether compound (IV), also successfully realizes later modification of drugs andsugar, and realizes the formal synthesis of some drugs, and provides an efficient method for selective construction of thioether and sulfoxide compounds.

Controllable Sulfoxidation and Sulfenylation with Organic Thiosulfate Salts via Dual Electron- and Energy-Transfer Photocatalysis

Sulfoxides and sulfides are two important functional groups in organic molecules, containing different valence states of sulfur. Both sulfoxidation and sulfenylation with common sulfurating reagents were successfully tuned via a facile variation of the atmosphere under photocatalyzed conditions. The sulfoxidation and sulfenylation transformations involved tandem electron-/energy-transfer and single-electron-transfer processes, respectively. Late-stage sulfoxidation for pharmaceuticals and sugar derivatives was established to be highly compatible. Divergent formal syntheses of sulfoxide/sulfide-containing marketed pharmaceuticals were switchably implemented. Gram-scale operations further demonstrated the practicability of the protocol.

Efficient C-S cross-coupling of thiols with aryl iodides catalyzed by Cu(OAc)2·H2O and 2,2′-biimidazole

The classical Ullmann C-S cross coupling reaction of aryl iodides with aromatic/alkyl thiols under catalysis of 15 mol% Cu(OAc)2· H2O and 15 mol% 2,2′-biimidazole works at 80°C in DMSO for 3 h to provide a variety of aryl sulfides in good to excellent yields. The classical Ullmann C-S cross coupling reaction of aryl iodides with aromatic/alkyl thiols under catalysis of 15 mol% Cu(OAc)2· H2O and 15 mol% 2,2′-biimidazole works at 80°C in DMSO for 3 h to provide a variety of aryl sulfides in good to excellent yields. Copyright

Enantioselective nitrene transfer to sulfides catalyzed by a chiral iron complex

Iron works: Enantioselective nitrene transfer to sulfide was accomplished by a chiral iron(III)/PyBOX catalyst (see scheme). Various sulfimides were thus obtained in high enantioselectivities and yields. Applications of this protocol to the syntheses of enantioenriched sulfoximines and an epoxide were also demonstrated. Copyright

High surface and magnetically recoverable mPANI/pFe3O 4 nanocomposites for C-S bond formation in water

A high surface area mPANI/pFe3O4 nanocomposite from mesoporous polyaniline and porous magnetic Fe3O4 was used as a catalyst in the S-arylation of thiophenol with aryl chlorides and in the C-S bond formation between aryl iodides and thiourea in water. The mesoporosity of the polyaniline enhances the efficiency and stability of the porous magnetic Fe3O4 nanoparticles in both coupling reactions. The mPANI/pFe3O4 nanocomposite can be recovered with an external magnet and reused several times due to the superparamagnetic nature of the porous Fe3O4 nanoparticles.

Gas-phase S-alkylation of benzenethiol with aliphatic alcohols, ethers, esters, alkyl halides and olefins over halide cluster catalysts of Groups 5 and 6 transition metals

Benzenethiol was reacted with methanol under a hydrogen stream over [(Nb6Cl12)Cl2(H2O) 4]·6H2O supported on silica gel. Catalytic activity of the cluster commenced above 250 °C, yielding methyl phenyl sulfide. The selectivity was 98% at 400 °C. Molybdenum, tantalum and tungsten halide clusters with the same octahedral metal framework also catalyzed the reaction. Primary alcohols with shorter alkyl chains were effective reagents for the S-alkylation. Aliphatic ethers, dialkyl carbonates, orthoesters and alkyl halides were effective reagents for the S-alkylation. When 1-hexene was applied to the reaction, spontaneous and catalytic S-alkylation proceeded simultaneously above 200 °C, yielding n-hexyl phenyl sulfide. When alkyl acetates were subjected to this reaction, the niobium cluster afforded S-phenyl thioacetate, and the other clusters afforded alkyl phenyl sulfides selectively. A Br?nsted acid site attributable to a hydroxo ligand, which is formed on the cluster complex by thermal activation, is proposed as the active site of the catalysts.

Activation of alkyl C-F Bonds by B(C6F5)3: Stoichiometric and catalytic transformations

The Lewis acid B(C6F5)3 is shown to activate a series of alkyl fluorides. In stoichiometric reactions, treatment of sterically demanding phosphines with B(C6F5) 3/alkyl fluorides gives phosphonium fluoroborate salts while treatment of B(C6F5)3/alkyl fluorides with the salts [tBu3PX][XB(C6F5)3] (X = H, PhS) gives the alkane and the salt byproduct [tBu3PX][FB(C 6F5)3]. These fluoroalkanes are also catalytically converted to the corresponding alkanes by reaction of the fluoroalkane and Et3SiH using B(C6F5)3 as the catalyst.

Efficient recyclable CuI-nanoparticle-catalyzed S-arylation of thiols with aryl halides on water under mild conditions

CuI nanoparticles efficiently catalyzed the C-S cross coupling of aryl and alkyl thiols with aryl halides in the absence of ligands on water under mild conditions. A wide range of diaryl sulfides and aryl alkyl sulfides are synthesized in good to excellent yields utilizing this protocol. This procedure is particularly noteworthy given its mild conditions, avoiding the undesired formation of disulfides through oxidation of thiols. The recovery and successful reutilization of the catalyst is described. Furthermore, the directed synthesis of bisarylated product is presented. The Royal Society of Chemistry 2012.