41024-58-2

Usage

Uses

Used in Pharmaceutical Research:
1-(4-FLUOROPHENYL)-2-(PHENYLSULFONYL)-1-ETHANONE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique reactivity and properties allow for the development of new drugs with improved efficacy and reduced side effects.
Used in Organic Synthesis:
1-(4-FLUOROPHENYL)-2-(PHENYLSULFONYL)-1-ETHANONE is used as a reagent in various chemical reactions, facilitating the formation of complex organic molecules. Its fluorophenyl and phenylsulfonyl groups provide unique reaction pathways, enabling the synthesis of a wide range of organic compounds.
Used in Chemical Reactions:
1-(4-FLUOROPHENYL)-2-(PHENYLSULFONYL)-1-ETHANONE is used as a versatile building block in the construction of complex molecular structures. Its unique reactivity allows for the formation of various functional groups, making it an essential component in the synthesis of advanced materials and specialty chemicals.
Used in Drug Development:
1-(4-FLUOROPHENYL)-2-(PHENYLSULFONYL)-1-ETHANONE is used as a starting material in the development of new drugs. Its unique properties and reactivity make it an attractive candidate for the design and synthesis of novel therapeutic agents with improved pharmacological profiles.

Upstream product

• 405-99-2 para-fluorostyrene 
• 873-55-2 sodium benzenesulfonate 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 71783-52-3 2-(4-fluorophenyl)acrylic acid 
• 618-41-7 Benzenesulfinic acid 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 147164-48-5 1-(4-fluorophenyl)ethenyl acetate 
• 591-50-4 iodobenzene 
• 58518-77-7 ((1-(4-fluorophenyl)vinyl)oxy)trimethylsilane 
• 80646-00-0 3-(4-fluorophenyl)-3-oxopropanoic acid 
• 459-32-5 4-fluorocinnamic acid 
• 80-17-1 benzenesufonyl hydrazide 
• 98-09-9 benzenesulfonyl chloride 
• 1374152-38-1 1-(1-azidovinyl)-4-fluorobenzene 

Downstream Products

• 1370550-87-0 1-(4-fluorophenyl)-3-(5-methylfuran-2-yl)-2-(phenylsulfonyl)propan-1-one 
• 1370550-85-8 6-(4-fluorophenyl)-2-(4-methoxyphenyl)-5-(phenylsulfonyl)-3,4-dihydro-2H-pyran 
• 1370550-92-7 1-(4-fluorophenyl)-2-(phenylsulfonyl)-3-(phenylthio)propan-1-one 
• 1370550-81-4 6-(4-fluorophenyl)-2-methyl-2-phenyl-5-(phenylsulfonyl)-3,4-dihydro-2H-pyran 
• 1612234-89-5 1-(4-fluorophenyl)-4-(furan-2-yl)butane-1,4-dione 
• 108791-65-7 1,4‐bis(4‐fluorophenyl)butane‐1,4‐dione 
• 51594-59-3 1-(4-fluorophenyl)-2-propen-1-one 

Relevant academic research and scientific papers

Synthesis of β-Keto Sulfones by Oxy-Sulfonylation of Alkynes in HFIP

Herein, we have established a method for the construction of β-keto sulfones through aerobic oxy-sulfonylation of alkynes with sulfinates. The reaction performed employing air as the oxidant and oxygen source. Moreover, this protocol exhibits low consume of sulfinates, short reaction period, and minimal waste. Mechanism study and density functional theory (DFT) calculation showed that the solvent played a significant role in the transformation. (Figure presented.).

Novel benzenesulfonamides aryl and arylsulfone conjugates adopting tail/dual tail approaches: Synthesis, carbonic anhydrase inhibitory activity and molecular modeling studies

New series of benzenesulfonamide and benzoic acid derivatives were designed and synthesized using tail/dual tail approach to improve potency and selectivity as carbonic anhydrase inhibitors. The synthesized compounds evaluated as CAIs against isoforms hCA I, II, IV and IX with acetazolamide (AAZ) as standard inhibitor. The benzenesulfonamide derivatives 7a-d, 8a-h, 12a-c, 13a and 15a-c showed moderate to potent inhibitory activity with selectivity toward isoform hCA II, especially, compound 13a with (Ki = 7.6 nM), while the benzoic acid analogues 12d-f, 13b and 15d-f didn't show any activity except compounds 12d,f and 15e that showed weak activity. Additionally, molecular docking was performed for compounds 7a, 8a, 8e, 12a, 13a and 15a on isoform hCA I, II to illustrate the possible interaction with the active site to justify the inhibitory activity.

Oxidative Sulfonylation of Hydrazones Enabled by Synergistic Copper/Silver Catalysis

A copper/silver-cocatalyzed protocol for oxidative sulfonylation of hydrazones is demonstrated. A wide range of β-ketosulfones and N-acylsulfonamides are directly synthesized in moderate to good yields. Our work provides a viable method for scalable preparation of β-ketosulfone derivatives that have found wide applications in the pharmaceutical industry.

Copper-catalyzed aerobic oxidative cross-coupling reactions of vinylarenes with sulfinate salts: A direct approach to β-ketosulfones

A copper-catalyzed aerobic oxidative cross-coupling reactions for the synthesis of β-ketosulfones via formation of a C[sbnd]S bond has been demonstrated. Promoted by the crucial copper catalyst, perfect selectivity and good to excellent yields could be achieved. This method, including inexpensive copper catalyst, wide functional group tolerance, and open air conditions, make it very attractive and practical. More importantly, it also provides a versatile tool for the construction of β-ketosulfones from basic starting materials under mild conditions.

A glucose oxidase-hemoglobin system for efficient oxysulfonylation of alkenes/alkynes in water

Background: β-ketosulfones are important bioactive compounds that have been extensively studied in organic chemistry. In this work, a green and efficient process for the synthesis of β-ketosulfones from alkenes (1) or alkynes (3) with sodium benzenesulfinate (2) was developed. Results: Under optimal conditions (alkenes (0.5 mmol) or alkynes (0.5 mmol), sodium benzenesulfinate (0.5 mmol), water (2 mL), hemoproteins (heme concentration: 0.06 mol%), GOX (42 U/ml), room temperature, 2 h), high yields of β-ketosulfones could be obtained when HgbRb (hemoglobin from rabbit blood) and GOX (glucose oxidase from Aspergillus niger) was used as the catalyst. Conclusion: This enzymatic method demonstrates the great potential for the synthesis of β-ketosulfones and extends the application of dual protein systems in organic synthesis.

Synthesis of β-ketosulfone derivatives as new non-cytotoxic urease inhibitors in vitro

Background: Peptic ulcer and urolithiasis are largely due to infection caused by urease-producing bacteria. Therefore, the discovery of urease inhibitors is an important area of medicinal chemistry research. Objective: The main aim of the work was to identify novel urease inhibitors with no cytotoxicity. Method: During the current study, a series of β-ketosulfones 1-26 was synthesized in two steps and evaluated for their in vitro urease inhibition potential. Results: Out of twenty-six compounds, seventeen have shown good to significant urease inhibitory activity with IC50 values ranging between 49.93-351.46 μM, in comparison to standard thiourea (IC50 = 21 ± 0.11 μM). Moreover, all compounds found to be non-cytotoxic against normal 3T3 cell line. Conclusion: This study has identified β-ketosulfones as novel and non-cytotoxic urease inhibitors.

One-pot synthesis of β-ketosulfones from sulfonyl chloride, hydrazine hydrate and vinyl azide in water

A novel, facile and efficient strategy for the one-pot synthesis of β-ketosulfones from readily available sulfonyl chloride, hydrazine hydrate and vinyl azides is described. The reaction proceeded very smoothly affording diverse β-ketosulfones in moderate to good yields. This new procedure has the advantages of environmental benign, easy and simple operation, low cost and wide tolerance of functional groups, which provides a highly fascinating protocol to access β-ketosulfones.

Photo-Mediated Decarboxylative Ketonization of Atropic Acids with Sulfonyl Hydrazides: Direct Access to β-Ketosulfones

An efficient formation of synthetically and biologically relevant β-ketosulfones via a photo-mediated decarboxylative ketonization of atropic acids was disclosed. The approach features metal-free conditions, good functional group compatibility, readily available starting materials and the use of ubiquitous dioxygen as both oxygen source and oxidant. Furthermore, mechanistic studies reveal that the decarboxylative ketonization reaction proceeds via a radical mechanism and may involve a radical chain reaction. (Figure presented.).

Method for preparing β-ketone sulfone compound through visible light-mediated atorvastatin decarboxylation reaction (by machine translation)

The preparation method of the invention has the characteristics β - that raw materials are simple and easy to obtain, the operation is simple . the reaction conditions are mild, and the reaction system is not sensitive to water . is a method for preparing,ketone sulfone compounds, by using environment-friendly (-source extensive atorvastatin as reactants), and then fully dissolving β -communicating oxygen balloon, in a mixed solvent of acetonitrile and water to obtain, ketal sulphone compounds by reacting, with a stable odorless sulfonyl hydrazide in a mixed solvent of acetonitrile and water under the irradiation of visible light. (by machine translation)

Efficient synthesis of chiral β-hydroxy sulfones: Via iridium-catalyzed hydrogenation

A highly efficient Ir/f-Amphol-catalyzed asymmetric hydrogenation of prochiral β-keto sulfones was successfully developed to prepare a series of chiral β-hydroxy sulfones with good to excellent results (62%->99% conversions, 35%-99% yields and 86%->99% ee). Our Ir/f-Amphol L4 catalytic system exhibited very high activity; the gram-scale asymmetric hydrogenation was performed well with just 0.005 mol% catalyst loading (S/C = 20,000) to afford the desired product 2a with >99% conversion, 99% yield and 93% ee.