371-15-3

Usage

Uses

Since the provided materials do not specify any particular applications for 4-Fluorothioanisole, a general statement can be made:
4-Fluorothioanisole is used as a chemical intermediate in the synthesis of various organic compounds due to its unique thioanisole structure and the potential reactivity it offers in chemical reactions.

InChI:InChI=1/C7H7FS/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3

Upstream product

• 104-96-1 4-methylsulfanylaniline 
• 371-42-6 4-Fluorothiophenol 
• 77-78-1 dimethyl sulfate 
• 75-15-0 carbon disulfide 
• 5969-47-1 methyl fluorobenzenedithiocarboxylate 
• 74-88-4 methyl iodide 
• 658-14-0 4-fluorophenyl methyl sulfoxide 
• 104-95-0 (4-bromophenyl)thioanisole 
• 624-92-0 Dimethyldisulphide 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 616-38-6 carbonic acid dimethyl ester 
• 352-34-1 4-fluoro-1-iodobenzene 
• 110-05-4 di-tert-butyl peroxide 

Downstream Products

• 455-15-2 1-(methylsufonyl)-4-fluorobenzene 
• 461-83-6 (4-fluoro-phenyl)-trichloromethyl sulfide 
• 126799-59-5 1-Methyl-4-phenyl-4-(4-(methylthio)phenoxy)piperidine 
• 252555-29-6 1-fluoro-2-methyl-4-methylsulfanyl-benzene 
• 2924-75-6 1-(Ethylthio)-4-fluorobenzene 
• 623-13-2 4-methylphenyl methylsulfide 
• 65398-69-8 1,2-Dimethyl-4-(methylthio)benzene 
• 175911-67-8 S-(+)-4-fluoro phenyl methyl sulfoxide 
• 333987-85-2 tert-Butyl 4-[4-(Methylsulfanyl)phenoxy]-1-piperidinecarboxylate 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 658-14-0 4-fluorophenyl methyl sulfoxide 

Relevant academic research and scientific papers

Nickel-Catalyzed Direct Cross-Coupling of Aryl Sulfonium Salt with Aryl Bromide

The direct cross-couplings of aryl sulfonium salts with aryl halides could be achieved by using nickel as a reaction catalyst. The reactions proceeded efficiently via C-S bond activation in the presence of magnesium turnings and lithium chloride in THF at ambient temperature to afford the corresponding biaryls in moderate to good yields, potentially serving as an attractive alternative to conventional cross-coupling reactions employing preprepared organometallic reagents.

PROTEIN-MACROMOLECULE CONJUGATES AND METHODS OF USE THEREOF

The present disclosure provides protein-macromolecule conjugates, releasable linkers, and macromolecules, as defined herein. The disclosed conjugates provide unique properties that are based at least upon the properties of linker and number of linker-Macromolecule moieties. Also provided herein are a method of synthesis and use of conjugates in treating diseases and disorders.

Synthesis of Aryl Methyl Sulfides from Arysulfonyl Chlorides with Dimethyl Carbonate as the Solvent and C1 Source

A new procedure for the synthesis of aryl methyl sulfides from dimethyl carbonate (DMC) and arylsulfonyl chlorides has been achieved. In this strategy, DMC plays a dual role as both, C1 building block and green solvent. Arylsulfonyl chlorides served as the sulfur precursors, and a variety of aryl methyl sulfides were obtained in moderate to excellent yields with good functional group tolerance. Additionally, alkylsulfonyl chloride and dibenzyl carbonate are proven to be suitable substrates as well.

Copper-Catalyzed Methylthiolation of Aryl Iodides and Bromides with Dimethyl Disulfide in Water

An efficient route to aryl methyl sulfides through the copper-catalyzed coupling reaction of aryl iodides or bromides with dimethyl disulfide in water is described. Electron-donating and electron-withdrawing functional groups in the substrates were tolerated, and the corresponding products were obtained in moderate to good yields.

Identification of MsrA homologues for the preparation of (R)-sulfoxides at high substrate concentrations

Here we report a methionine sulfoxide reductase A (MsrA) homologue with extremely high substrate tolerance and a wide substrate scope for the biocatalytic preparation of enantiopure sulfoxides. This MsrA homologue which was obtained from Pseudomonas alcaliphila (named paMsrA) showed good activity and enantioselectivity towards a series of aryl methyl/ethyl sulfoxides 1a-1k, with electron-withdrawing or electron-donating substituents at the aromatic ring. Chiral sulfoxides in the R configuration were prepared with approximately 50% of yield and up to 99% enantiomeric excess through the asymmetric reductive resolution of racemic sulfoxide catalyzed by the recombinant paMsrA protein. More importantly, kinetic resolution has been successfully accomplished with high enantioselectivity (E > 200) at initial substrate concentrations up to 320 mM (approximately 45 g L-1), which represents a great improvement in the aspect of the substrate concentration for the biocatalytic preparation of chiral sulfoxides.

Biocatalytic Preparation of Chiral Sulfoxides through Asymmetric Reductive Resolution by Methionine Sulfoxide Reductase A

Here we report an environmentally friendly method for the preparation of chiral sulfoxides under high substrate concentration using recombinant methionine sulfoxide reductase A from Pseudomonas monteilii (pmMsrA) as a biocatalyst. Our results show that this enzyme can effectively accomplish the preparation of (R)-sulfoxides with approximately 50 % yield and 94–99 % enantiomeric excess through asymmetric reductive resolution of racemic sulfoxide. With the establishment of the enzyme regeneration system, the initial substrate concentration could be increased 40–100 times compared to our original report. The (R)-sulfoxides were obtained with high enantioselectivity under the substrate concentration up to 200 mm (approximately 32 g L?1), representing a quite high substrate concentration in biocatalytic preparation of chiral sulfoxides. Moreover, this system showed fairly good activity and enantioselectivity towards a series of ortho- and para-substituted phenyl methyl sulfoxides under high substrate concentration.

Metal-free S-methylation of diaryl disulfides with di-tert-butyl peroxide

An efficient approach for S-methylation of diaryl disulfides with di-tert-butyl peroxide under metal-free and neutral conditions was established. The present protocol shows good functional group tolerance to afford aryl methyl sulfides in moderate to good

Enantioselective copper catalysed intramolecular C-H insertion reactions of α-diazo-β-keto sulfones, α-diazo-β-keto phosphine oxides and 2-diazo-1,3-diketones; the influence of the carbene substituent

Enantioselectivities in C-H insertion reactions, employing the copper-bis(oxazoline)-NaBARF catalyst system, leading to cyclopentanones are highest with sulfonyl substituents on the carbene carbon, and furthermore, the impact is enhanced by increased steric demand on the sulfonyl substituent (up to 91%ee). Enantioselective intramolecular C-H insertion reactions of α-diazo-β-keto phosphine oxides and 2-diazo-1,3-diketones are reported for the first time.

Kinetic resolution of phenyl methyl sulfoxides by mammalian methionine sulfoxide reductase A

Chiral sulfoxides are widely used in organic synthesis as chiral auxiliaries. There are numerous strategies for the preparation of enantiomerically pure sulfoxides, based either on the enantioselective oxidation of sulphides or the enantiospecific reduction of sulfoxides. For both cases, bioconversion techniques have been developed and proposed for large-scale synthesis. Methionine sulfoxide reductase enzymes (MsrA and MsrB) catalyse the stereoselective conversion of methionine sulfoxide to methionine. MsrA can also catalyse the reduction of other exogenous sulfoxides, including p-tolyl methyl sulfoxide. However, the stereoselectivity towards this type of substrate is not yet well characterized. The activity and enantioselectivity of MsrA toward several aryl methyl sulfoxides is presented in this paper.

B(C 6 F 5) 3 -Catalyzed Reduction of Sulfoxides and Sulfones to Sulfides with Hydrosilanes

B(C 6 F 5) 3 is shown to catalyze the deoxygenation of sulfoxides and sulfones to the corresponding sulfides with Et 3 SiH as the stoichiometric hydride source. While the method is limited in terms of functional group tolerance, it is applicable to the reduction of alkyl/aryl-, aryl/aryl-, and alkyl/alkyl-substituted sulfoxides, including the benzyl/benzyl-substituted derivative. The same protocol converts alkyl/aryl- but not aryl/aryl-substituted sulfones into sulfides.