874-79-3

Usage

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 2277, 1987 DOI: 10.1016/S0040-4039(00)96100-8

InChI:InChI=1/C9H12S/c1-2-8-10-9-6-4-3-5-7-9/h3-7H,2,8H2,1H3

Upstream product

• 3111-52-2 potassium thiophenolate 
• 106-94-5 propyl bromide 
• 107-08-4 1-iodo-propane 
• 108-98-5 thiophenol 
• 187737-37-7 propene 
• 109-72-8 n-butyllithium 
• 87514-10-1 α-chloropropyl phenyl sulfide 
• 108-86-1 bromobenzene 
• 107-03-9 1-thiopropane 
• 54234-79-6 propyl phenyl sulfoxide 
• 4911-65-3 3-chloropropyl phenyl sulfide 
• 7570-92-5 cyclohexyl phenyl sulphide 
• 3238-98-0 3-phenylthio-1-bromopropane 
• 15486-58-5 1,1-bis(phenylthio)propane 

Downstream Products

• 21213-10-5 (S-propyl)-2-thiosalicylic acid 
• 65-85-0 benzoic acid 
• 875845-03-7 4,4'-bis-propylsulfanyl-benzophenone 
• 13596-75-3 (propane-1-sulfonyl)-benzene 
• 76542-19-3 4-bromophenyl(1-propyl)sulfane 
• 15560-09-5 1-(4-(propylthio)phenyl)ethanone 
• 6262-87-9 2-isopropylbenzenethiol 
• 3559-63-5 1,1-Dichlor-2-phenylmercapto-buten-1 
• 3559-62-4 1,1,1-Trichlor-2-phenylsulfonyl-butan 
• 25346-85-4 4,4'-Di-propylmercapto-stilben 
• 54234-79-6 propyl phenyl sulfoxide 
• 87514-10-1 α-chloropropyl phenyl sulfide 
• 54234-79-6 (R)-(propylsulfinyl)benzene 
• 109120-75-4 phenyl n-propyl sulfoxide 

Relevant academic research and scientific papers

Ni-Catalyzed Aryl Sulfide Synthesis through an Aryl Exchange Reaction

A Ni-catalyzed aryl sulfide synthesis through an aryl exchange reaction between aryl sulfides and a variety of aryl electrophiles was developed. By using 2-pyridyl sulfide as a sulfide donor, this reaction achieved the synthesis of aryl sulfides without using odorous and toxic thiols. The use of a Ni/dcypt catalyst capable of cleaving and forming aryl-S bonds was important for the aryl exchange reaction between 2-pyridyl sulfides and aryl electrophiles, which include aromatic esters, arenol derivatives, and aryl halides. Mechanistic studies revealed that Ni/dcypt can simultaneously undergo oxidative additions of aryl sulfides and aromatic esters, followed by ligand exchange between the generated aryl-Ni-SR and aryl-Ni-OAr species to furnish aryl exchanged compounds.

Electrophilic Chlorine from Chlorosulfonium Salts: A Highly Chemoselective Reduction of Sulfoxides

Herein, we describe a selective late-stage deoxygenation of sulfoxides based on a novel application of chlorosulfonium salts and demonstrate a new process using these species generated in situ from sulfoxides as the source of electrophilic chlorine. The use of highly nucleophilic 1,3,5-trimethoxybenzene (TMB) as the reducing agent is described for the first time and applied in the deoxygenation of simple and functionalized sulfoxides. The method is easy to handle, economic, suitable for gram-scale operations, and readily applied for poly-functionalized molecules, as demonstrated with more than 45 examples, including commercial medicines and analogues. We also report the results of competition experiments that define the more reactive sulfoxide and we present a mechanistic proposal based on substrate and product observations.

Preparation of flavin-containing mesoporous network polymers and their catalysis

Riboflavin tetramethacrylate (RFlTMA) was prepared as a flavin monomer and copolymerized with ethylene glycol dimethacrylate (EGDMA) under polymerization-induced phase separation conditions. The resulting flavin-containing mesoporous network polymer, poly(RFlTMA-co-EGDMA), was found to be a more effective catalyst than riboflavin tetraacetate (RFlTA), a soluble analogue, for aerobic hydrogenation of olefins despite its heterogeneity, which allowed for its multiple recovery and reuse through simple filtrations and washings without loss in catalytic activity. In addition, the polymeric flavin was demonstrated to be utilized also as an effective photocatalyst in the oxidation of benzyl alcohols.

Palladium complex containing meta-position carborane triazole ligand and preparation method and application of palladium complex

The invention relates to a palladium complex containing a meta-position carborane triazole ligand and a preparation method and application of the palladium complex. The palladium complex is prepared by the following steps: (1) dropwise adding an n-BuLi solution into a meta-position carborane m-C2B10H12 solution, carrying out stirring and reacting, then adding 3-propargyl bromide for a reaction again, and after the reaction is finished, carrying out separating to obtain 1,3-dipropargyl meta-carborane; and (2) under the catalytic condition of a catalyst CuI, carrying out a reaction on 1,3-dipropargyl meta-carborane and aryl azide, then adding PdCl2 into a reaction system, continuing the reaction, and after the reaction is finished, carrying out separation to obtain the palladium complex containing the meta-carborane triazole ligand. Compared with the prior art, the preparation method provided by the invention is simple and green; the complex can efficiently catalyze a coupling reaction of mercaptan and halogenated hydrocarbon to synthesize thioether compounds; reaction conditions are mild, substrate universality is good, catalytic efficiency is high, and few byproducts are produced;and the catalyst has high stability and is not sensitive to air and water.

Phosphine-free cobalt pincer complex catalyzed: Z -selective semi-hydrogenation of unbiased alkynes

Herein, we report a novel, molecularly defined NNN-type cobalt pincer complex catalyzed transfer semi-hydrogenation of unbiased alkynes to Z-selective alkenes. This unified process is highly stereo- and chemo-selective and exhibits a broad scope as well as wide functional group tolerance. Ammonia-borane (AB), a bench-stable substrate with high gravimetric hydrogen capacity, was used as a safe and practical transfer hydrogenating source.

COBALT COMPLEXES, PROCESS FOR PREPARATION AND USE THEREOF

The present invention discloses a cobalt compound of formula (I), a process for the preparation and use thereof. The present invention further relates to a pharmaceutical composition and a method inhibition of Tau Aggregation in a subject in need thereof using compound of formula (I).

Metal–organic framework MOF-199-catalyzed direct and one-pot synthesis of thiols, sulfides and disulfides from aryl halides in wet polyethylene glycols (PEG 400)

A highly porous metal–organic frame work Cu3 BTC2 (copper(II)-benzene-1,3,5-tricarboxylate) that is known as MOF-199 was synthesized from the reaction of 1,3,5-benzenetricarboxylic acid and Cu(OAc)2·H2O by a solvothermal method and characterized by several techniques including FT-IR, XRD, EDX and scanning electron microscopy. The MOF-199 used as an efficient catalyst for one-pot synthesis of thiols by domino reactions of aryl halides and thiourea, and subsequently conversion to aryl alkyl sulfides and diaryl disulfides in polyethylene glycols (PEGs). A variety of aryl alkyl sulfides can be obtained in good to excellent yields in a relatively short reaction time and in the presence of the trace amount of catalyst. Also, the catalyst can be separated from the reaction mixture by decanting, and be reused without significant degradation in catalytic activity.

Metal Nanoparticles Catalyzed Selective Carbon-Carbon Bond Activation in the Liquid Phase

Understanding the C-C bond activation mechanism is essential for developing the selective production of hydrocarbons in the petroleum industry and for selective polymer decomposition. In this work, ring-opening reactions of cyclopropane derivatives under hydrogen catalyzed by metal nanoparticles (NPs) in the liquid phase were studied. 40-atom rhodium (Rh) NPs, encapsulated by dendrimer molecules and supported in mesoporous silica, catalyzed the ring opening of cyclopropylbenzene at room temperature under hydrogen in benzene, and the turnover frequency (TOF) was higher than other metals or the Rh homogeneous catalyst counterparts. Comparison of reactants with various substitution groups showed that electron donation on the three-membered ring boosted the TOF of ring opening. The linear products formed with 100% selectivity for ring opening of all reactants catalyzed by the Rh NP. Surface Rh(0) acted as the active site in the NP. The capping agent played an important role in the ring-opening reaction kinetics. Larger particle size tended to show higher TOF and smaller reaction activation energy for Rh NPs encapsulated in either dendrimer or poly(vinylpyrrolidone). The generation/size of dendrimer and surface group also affected the reaction rate and activation energy.

Symbiotic Transition-Metal and Organocatalysis for Catalytic Ambient Amine Oxidation and Alkene Reduction Reactions

A new oxidation reaction based on two simple catalysts, namely, alloxan and a CuI salt, is highly effective for the aerobic oxidation and oxidative cross-coupling of amines. The reaction is operationally simple, reaction atmospheres enriched in dioxygen are obviated, and neither catalyst component requires prior synthesis. Mechanistic investigations have been performed and point towards a complex reaction manifold with evidence that supports a catalytic cycle that does not proceed through a quinone-imine step. Additionally, this dual catalyst system is efficient to effect diimide-mediated hydrogenation reactions of alkenes and alkynes, a transformation that has not been reported previously in the context of quinone catalyst systems.

Transition-Metal-Free Coupling of Alkynes with α-Bromo Carbonyl Compounds: An Efficient Approach towards β,γ-Alkynoates and Allenoates

A direct transition-metal-free coupling between alkynes and α-bromo carbonyl compounds has been developed with ultraviolet (UV) light in aqueous media. This method represents a facile approach to synthetically useful β,γ-alkynyl esters and amides stereoselectively from two readily available starting materials. As an example of the synthetic application of the products, the alkynyl esters were readily converted into allenoates. Time for UV! A direct coupling between alkynes and α-bromo compounds has been developed with ultraviolet light in aqueous media (see scheme). This method represents a facile approach to synthetically useful β,γ-alkynyl esters and amides stereoselectively from two readily available starting materials.