14065-23-7

Upstream product

• 7217-59-6 2-Methoxybenzenethiol 
• 100-66-3 methoxybenzene 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 
• 578-57-4 2-bromoanisole 
• 60787-31-7 S-(4-methoxyphenyl) ethanethioate 
• 14065-14-6 2,4'-Dimethoxy-5-nitro-diphenylsulfid 
• 14065-09-9 4'-Methoxy-2-hydroxy-5-nitro-diphenylsulfid 
• 25784-84-3 1-[(4-methoxyphenyl)thio]acetone 
• 79161-48-1 copper(I) 4-methoxybenzenethiolate 
• 696-62-8 para-iodoanisole 
• 696-63-9 4-Methoxybenzenethiol 
• 529-28-2 4-iodoanisol 

Downstream Products

• 57154-52-6 (2-acetoxy-phenyl)-(4-acetoxy-phenyl)-sulfone 
• 5397-34-2 2,4'-dihydroxydiphenyl sulfone 
• 24197-29-3 1-methoxy-2-((4-methoxyphenyl)sulfonyl)benzene 

Relevant academic research and scientific papers

A general palladium-catalysed synthesis of aromatic and heteroaromatic thioethers

Thioethers can be efficiently prepared via palladium-catalysed cross-coupling of arene- or heteroarene thiols with arene- or heteroarene iodides. A simple, cheap and robust catalytic system is described that couples a broad range of electron-deficient as well as electron-rich substrates in high yield.

Coupling of thiols and aromatic halides promoted by diboron derived super electron donors

We have proven that pyridine-boryl complexes can be used as superelectron donors to promote the coupling of thiols and aromatic halides through a SRN1 mechanism. The reaction is efficient for a broad substrate scope, tolerating heterocycles including pyridines, enolizable or reducible functional groups. The method has been applied to intermediates in drug synthesis as well as interesting functionalized polythioethers through a controlled and consecutive intramolecular electron transfer process.

Thiol Activation toward Selective Thiolation of Aromatic C-H Bond

Direct C-S bond coupling is an attractive way to construct aryl sulfur ether, a building block for a variety of biological active molecules. Herein, we disclose an effective model for regioselective thiolation of the aromatic C-H bond by thiol activation instead of arene activation. Strikingly, this method has been applied into anisole derivatives that are not available in the arene activation approach to forge a single thioether isomer with high reactivity.

CuI-catalyzed direct synthesis of diaryl thioethers from aryl boronic acids and arylsulfonyl chlorides

A CuI-catalyzed direct coupling of aryl boronic acids with arylsulfonyl chlorides for the preparation of diaryl thioethers was developed. The reaction is initiated by a PPh3 reduction of the arylsulfonyl chloride, followed by a CuI-catalyzed C–S coupling with an aryl boronic acid. Various arylsulfonyl chlorides can directly serve as a sulfur source in this mild and efficient reaction giving the desired products in moderate to good yields. Moreover, this practical method has also been applied to the thioetherification of aryl iodides and acetylacetones.

Mild synthesis method for diaryl sulfide

The invention provides a mild synthesis method for diaryl sulfide. The method comprises the following steps: sulfonyl chloride used as a reaction substrate is reduced by triphenylphosphine to form a disulfide intermediate; and the disulfide intermediate and boric acid undergo a coupling reaction for 2-4 h under the catalysis of a copper-phenanthroline ligand compound with potassium carbonate as abase in order to prepare a sulfide derivative in a high yield. In the present invention, the sulfide derivative is simply and efficiently synthesized from sulfonyl chloride and boric acid through copper catalysis and triphenylphosphine reduction, and the sulfur atom of the product is derived from the sulfonyl chloride. Compared with thiophenol, the raw material sulfonyl chloride has the advantagesof no unpleasant odor, greenness, and easy availability. The aryl boronic acid has stable properties, is convenient to operate, can be easily obtained, and has a low price. The method has the advantages of simplicity in reaction operation, high product yield, and avoiding of the disadvantages of air pollution, high temperature and too long reaction time.

A general rhodium-catalyzed cross-coupling reaction of thiols with aryl iodides

The general procedure for the rhodium-catalyzed cross-coupling of thiols with aryl iodides is described. The catalytic system consists of 5 mol % of [RhCl(cod)]2 and 10 mol % of PPh3 as a ligand. A variety of aryl iodides reacted with thiols, giving aryl thioethers in good to excellent yields. It is important to note that the deactivated aryl iodides such as 4-iodoanisole is worked smoothly to provide the corresponding aryl thioethers in excellent yields. Functional groups such as free-amines, chloro, are all tolerated under the employed reaction conditions.

One-pot synthesis of symmetrical and unsymmetrical aryl sulfides by Pd-catalyzed couplings of aryl halides and thioacetates

Aryl sulfides were obtained from the coupling reaction of S-aryl (or S-alkyl) thioacetates and aryl bromides in the presence of palladium catalyst. This reaction method enables the one-pot synthesis of symmetrical and unsymmetrical diaryl sulfides by employing potassium thioacetate with aryl iodides and aryl bromides.

METHOD FOR PRODUCING THIOETHER COMPOUND

Disclosed is an efficient and widely-applicable method for commercially producing a thioether compound or a thiol compound which is useful as a pharmaceutical compound or a production intermediate of it. Specifically disclosed is a method for producing a thioether compound represented by the general formula [I] below or a salt thereof. This method is characterized in that a compound represented by the following general formula [III]: [III] (wherein X represents a bromine atom, a chlorine atom or a trifluoromethylsulfonyloxy group, and ring A represents an aryl group or a heteroaryl ring group) or a salt thereof is reacted with a thiol compound represented by the following general formula [II]: [II] or a salt thereof in the presence of a palladium compound such as Pd2(dba)3, a base such as i-Pr2NEt and a phosphorus compound represented by the following formula [AA].

Utilisations synthetiques d'une electrode soluble au soufre. III. Creation de l'enchainement C-S-C a partir d'ethers aromatiques et de phenols

Use of a sacrificial sulfur electrode in electroorganic chemistry.III.Formation of the C-S-C bond from aromatic ethers and phenols.At a working potential of about +2.2 V (vs SCE) the carbon-sulfur electrode is a source of the electrogenerated cation S2+ in organic media.This electrophile can react with aromatic ethers and phenols to produce the corresponding monosulfides.This reaction may be regioselective. carbon-sulfur electrode / sacrificial electrode /sulfur cation / organic sulfide / electrophilic substitution

Diphenyl ethers for tobacco sucker control

Diphenyl ethers having the formula STR1 WHERE Y and Z are halogen, alkyl, trifluoromethyl, alkoxy, hydroxy, nitro, cyano, carboxy, carbalkoxy, carbamoyl, or alkylthio, and m and n are 0, 1, 2, or 3, Are useful in controlling undesirable secondary growth in plants, particularly sucker growth in tobacco.