405-31-2

Usage

Uses

Bis(4-fluorophenyl) disulfide is used as a pharmaceutical intermediate.

Upstream product

• 371-42-6 4-Fluorothiophenol 
• 395-25-5 bis(4-fluorophenyl)sulfoxide 
• 1766-38-7 2-(4-fluorophenylthiomethyl)quinoline 
• 371-15-3 p-fluorothioanisole 
• 50986-83-9 4-fluorobenzenesulfinyl chloride 
• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 1535-35-9 4-fluorobenzenesulphenyl chloride 
• 455-15-2 4-fluorobenzenesulfinic acid methyl ester 
• 332-51-4 (4-fluorophenylthio)acetic acid 
• 7446-09-5 sulfur dioxide 
• 824-80-6 sodium 4-fluorobenzenesulfinate 
• 352-34-1 4-fluoro-1-iodobenzene 
• 1765-93-1 4-fluoroboronic acid 
• 106-95-6 allyl bromide 

Downstream Products

• 100329-62-2 C₁₂H₉ClFNO₂S₂ 
• 2194-38-9 p-Di-(4-fluorphenylthio)-benzol 
• 368-88-7 4-fluorobenzenesulfonic acid 
• 2905-15-9 1-fluoro-4-[(4-fluorobenzenesulfonyl)sulfanyl]benzene 
• 782-22-9 2,7-Difluoro-thianthrene 
• 2924-02-9 1-fluoro-4-thiocyanatobenzene 
• 132130-83-7 potassium p-fluorobenzenethiolate 
• 61169-14-0 S-4-fluorophenyl 4-fluorobenzenesulfinothioate 
• 371-42-6 4-Fluorothiophenol 
• 42917-47-5 4-fluorophenyl-4'-methylphenyl sulfide 
• 330-85-8 1-fluoro-4-(phenylthio)benzene 

Relevant academic research and scientific papers

Cobalt-iron magnetic composites as heterogeneous catalysts for the aerobic oxidation of thiols under alkali free conditions

Cobalt-iron magnetic composites prepared by the thermal treatment of an iron oxide-rich soil in the presence of sucrose and cobalt(II) sulfate are efficient heterogeneous catalysts for the liquid-phase aerobic oxidation of thiols into disulfides. The mate

Electrochemical Oxidative Carbon-Atom Difunctionalization: Towards Multisubstituted Imino Sulfide Ethers

Ethers (C?O/S) are ubiquitously found in a wide array of functional molecules and natural products. Nonetheless, the synthesis of imino sulfide ethers, containing an N(sp2)=C(sp2)?O/S fragment, still remains a challenge because of it

Dimsyl Anion Enables Visible-Light-Promoted Charge Transfer in Cross-Coupling Reactions of Aryl Halides

A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density functional theory (TD-DFT) calculations, and control reactions suggest that dimsyl anion forms an electron-donor-acceptor (EDA) complex capable of absorbing blue light, leading to a charge transfer responsible for generation of aryl radicals from aryl halides. This previously unreported mechanistic pathway may be applied to other light-induced transformations performed in DMSO in the presence of bases and aryl halides.

Generation of Thiyl Radicals from Air-Stable, Odorless Thiophenol Surrogates: Application to Visible-Light-Promoted C-S Cross-Coupling

The synthetic versatility of thiophenols is offset by their airsensitivity and foul odor. It is demonstrated that S-aryl isothiouronium salts can be used as precursors to thiyl radicals, extending the practical benefits of these air-stable, odorless salts from ionic to single electron manifolds. The isothiouronium salts are accessed via Ni-catalyzed crosscoupling of (hetero)aryl iodides and thiourea and are isolated as freeflowing solids following anion exchange. Judicious choice of a redox-innocent counteranion enables use of these convenient thiophenol surrogates in radical processes, as is exemplified by the synthesis of nonsymmetrical diaryl thioethers via light-promoted S-arylation.

Preparation method of symmetric disulfide bond-containing compound

The method comprises the following steps: adding a raw material and an oxidant to a reaction bottle containing a solvent; reacting 23W - 85W under the irradiation of 12 - 24h energy-saving lamps; and purifying the reaction product to obtain symmetrical disulfide bond-containing compounds. The raw material is mercaptan or thiophenol. The oxidizing agent is trichlorobromomethane, and the solvent is tetrahydrofuran. The method has the advantages of simple operation, high yield (70 - 90%), wide applicability, cheap and easily available raw materials, and provides a better way for the synthesis and production of symmetrical disulfide bond-containing compounds.

Synthesis and biological evaluation of disulfides as anticancer agents with thioredoxin inhibition

Altered redox homeostasis as a hallmark of cancer cells is exploited by cancer cells for growth and survival. The thioredoxin (Trx), an important regulator in maintaining the intracellular redox homeostasis, is cumulatively recognized as a promising target for the development of anticancer drugs. Herein, we synthesized 72 disulfides and evaluated their inhibition for Trx and antitumor activity. First, we established an efficient and fast method to screen Trx inhibitors by using the probe NBL-SS that was developed by our group to detect Trx function in living cells. After an initial screening of the Trx inhibitory activity of these compounds, 8 compounds showed significant inhibition activity against Trx. We then evaluated the cytotoxicity of these 8 disulfides, compounds 68 and 69 displayed high cytotoxicity to HeLa cells, but less sensitive to normal cell lines. Next, we performed kinetic studies of both two disulfides, 68 had faster inhibition of Trx than 69. Further studies revealed that 68 led to the accumulation of reactive oxygen species and eventually induced apoptosis of Hela cells via inhibiting Trx. The establishment of a method for screening Trx inhibitors and the discovery of 68 with remarkable Trx inhibition provide support for the development of anticancer candidates with Trx inhibition.

Metal-free chalcogenation of cycloketone oxime esters with dichalcogenides

We report the metal-free chalcogenation of cycloketone oxime esters with dichalcogenides via a radical process. Because of the metal-free condition and use of readily accessible dichalcogenides, this method is an effective and green strategy for the synthesis of chalcogen-substituted butyronitrile.

Electrochemical Thiolation and Borylation of Arylazo Sulfones with Thiols and B2pin2

An efficient electrochemical synthesis approach of various unsymmetrical thioethers and arylboronates has been developed. Bench stable arylazo sulfones were used as radical precursors for carbon-heteroatom bond formation under electrochemical conditions. Moreover, the scalability of this approach was evaluated by performing the electrochemical thiolation and borylation of arylazo sulfones with thiols and B2pin2 on a gram scale. This protocol not only avoided the use of stoichiometric oxidants, metal catalysts, activating agents and even added bases, but also exhibited favorable functional group tolerance. (Figure presented.).

Copper-catalyzedortho-selective direct sulfenylation ofN-aryl-7-azaindoles with disulfides

A copper-catalyzed direct C-H chalcogenation ofN-aryl-azaindoles with disulfides is described. This transformation was performed using Earth abundant Cu(OAc)2as a catalyst, benzoic acid as an additive, air as a terminal oxidant, and readily available diaryl and dialkyldisulfides (or diselenide) as chalcogenation reagents. High functional group tolerance and excellent regioselectivity are demonstrated by the efficient preparation of a wide range ofortho-sulfenylation-7-azaindoles.

Forging C?S(Se) Bonds by Nickel-catalyzed Decarbonylation of Carboxylic Acid and Cleavage of Aryl Dichalcogenides

A nickel-catalyzed decarbonylation of carboxylic acids cross-coupling protocol has been developed for the straightforward C?S(Se) bond formation. This reaction is promoted by a commercially-available, user-friendly, inexpensive, air and moisture-stable nickel precatalyst. Various carboxylic acids and a wide range of aryl dichalcogenide substrates were tolerated in this process which afforded products in good to excellent yields. In addition, the present reaction can be conducted on gram scale in good yield.