1643-97-6

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1-fluoro-4-[(4-methylphenyl)sulphonyl]benzene is used as a building block for the synthesis of pharmaceuticals and agrochemicals, contributing to the development of innovative sulfonyl-based drugs. Its unique structure allows for the creation of a variety of drug candidates with potential therapeutic applications.
Used in Specialty Chemicals Production:
1-fluoro-4-[(4-methylphenyl)sulphonyl]benzene serves as a key component in the production of specialty chemicals, which are often used in specific applications due to their unique properties, such as high purity or specialized reactivity.
Used in Advanced Materials Industry:
1-fluoro-4-[(4-methylphenyl)sulphonyl]benzene is utilized in the development of advanced materials, which may have enhanced properties compared to conventional materials, and can be used in high-tech applications or demanding environments.
Used as a Reagent in Organic Synthesis:
In the realm of organic synthesis, 1-fluoro-4-[(4-methylphenyl)sulphonyl]benzene is employed as a reagent, facilitating various chemical reactions and contributing to the synthesis of complex organic molecules.
Used as a Precursor in Chemical Research:
As a precursor, 1-fluoro-4-[(4-methylphenyl)sulphonyl]benzene is instrumental in the creation of a range of functionalized molecules, which are essential for advancing chemical research and discovering new chemical entities with potential applications across various industries.

InChI:InChI=1/C13H11FO2S/c1-10-2-6-12(7-3-10)17(15,16)13-8-4-11(14)5-9-13/h2-9H,1H3

Upstream product

• 462-06-6 fluorobenzene 
• 4083-64-1 Tosyl isocyanate 
• 98-59-9 p-toluenesulfonyl chloride 
• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 108-88-3 toluene 
• 1765-93-1 4-fluoroboronic acid 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 732306-64-8 bis(4-fluorophenyl)iodonium triflate 
• 536-57-2 p-toluene sulfinic acid 
• 371-40-4 4-fluoroaniline 
• 181705-93-1 4-fluorophenylzinc bromide 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 
• 352-34-1 4-fluoro-1-iodobenzene 

Downstream Products

• 915763-50-7 C₁₃H₁₀ClFO₄S₂ 

Relevant academic research and scientific papers

Metal-free sulfonylation of arenes with: N -fluorobenzenesulfonimide via cleavage of S-N bonds: expeditious synthesis of diarylsulfones

A novel metal-free sulfonylation of arenes with N-fluorobenzenesulfonimide (NFSI) toward the synthesis of diarylsulfones has been developed. The reaction represents a rare example of sulfonylation reaction using NFSI as an efficient sulfonyl donor and the first example of acid-mediated sulfonylation of unactivated arenes with NFSI via selective cleavage of S-N bonds. This protocol provides a concise approach for the construction of pharmaceutically and biologically important diarylsulfones. Applications in the functionalization of natural products (e.g., β-estradiol) and in the synthesis of a key intermediate to an inhibitor of farnesyl-protein transferase, as well as in the gram-scale synthesis of the EPAC2 antagonist, are demonstrated. This journal is

Heterogeneous copper-catalyzed synthesis of diaryl sulfones

A carbon-supported copper nanoparticle (Cu-NP) with high catalytic activity for the synthesis of diaryl sulfones is reported. For the first time, this Cu-NP is proved to be able to effectively promote the reaction of arylboronic acids and arylsulfonyl hydrazides to generate diaryl sulfones at room temperature. The reaction shows excellent substrate universality, and substrates with different substituents can undergo the reaction smoothly, leading to the desired products in good yields. The Cu-NP is found to be made of low valence Cu based on XRD. Hence, the reaction catalyzed by the Cu-NP is believed to involve a Cu-mediated organometallic cycle.

Visible-light-driven electron donor-acceptor complex induced sulfonylation of diazonium salts with sulfinates

This work reports an efficient sulfonylation reaction enabled by a visible-light-induced radical coupling reaction between phenyl/heterocyclic diazonium salts and sulfinates. Mechanistic experiments disclosed the formation of a versatile electron donor-acceptor (EDA) complex. This transformation is characterized by an easy operational procedure under mild conditions which avoids transition metals, ligands, catalysts, and oxidants.

Sulfonylation of Bismuth Reagents with Sulfinates or SO2through BiIII/BiV Intermediates

Studies to explore the catalytic activities of main-group elements are attractive. We report here our study of sulfonylation of bismuth reagents with sulfinates or SO2 surrogates. Under oxidative conditions, triarylbismuthines and sulfinates were transformed into diaryl sulfones. A transition-metal-like two-electron redox process at the Bi center was achieved in this reaction. Sulfur dioxide generated in situ can also replace sulfinates to deliver the corresponding symmetric diaryl sulfones. A rational mechanism for this reaction was also proposed that involves a Bi(III)-Bi(V) manifold.

An efficient heterogeneous copper fluorapatite (CuFAP)-catalysed oxidative synthesis of diaryl sulfone under mild ligand- and base-free conditions

A simple, eco-friendly and efficient method for the synthesis of unsymmetrical diaryl sulfones using heterogeneous copper fluorapatite (CuFAP)-catalysed coupling of aryl sulfonic acid and phenyl boronic acid has been developed with good to excellent yields without use of any ligand, base or co-catalyst. Broad substrate scope and gram scale operations are the important features of this method.

Organic photoredox catalysis enabled cross-coupling of arenediazonium and sulfinate salts: Synthesis of (un)symmetrical diaryl/alkyl aryl sulfones

We disclose herein the first transition-metal-and external oxidant/reductant-free visible-light-mediated synthesis of (un)symmetrical diaryl/alkyl aryl sulfones from arenediazonium tetrafluoroborates and sodium sulfinates using eosin Y as an organic photoredox catalyst. The utilization of visible light as an inexpensive and ecosustainable energy source, operational simplicity, ambient temperature and clean reaction in aqueous acetonitrile are the salient features of the developed protocol. The desired sulfones were also synthesized via a one-pot, two-step process directly from anilines and sulfinate salts in good to excellent yields.

A Convenient Synthesis of Sulfones via Light Promoted Coupling of Sodium Sulfinates and Aryl Halides

A convenient and e?cient synthesis of sulfones from sulfinates and aryl halides was developed. The reaction occurred under UV irradiation without transition metal catalyst or photocatalyst. A radical pathway via single-electron transfer (SET) of electron donor-acceptor (EDA) complex was proposed based on UV-vis spectroscopy, radical inhibiting and trapping experiments. (Figure presented.).

A practical synthesis of aryl sulfones via cross-coupling of sulfonyl hydrazides with aryltriazenes using copper/ionic liquid combination

A new and efficient approach adopting copper-catalyzed cross-coupling of sulfonyl hydrazides with aryltriazenes has been developed to synthesize aryl sulfones using Br?nsted acidic ionic liquid as promoter under ambient conditions. The process employs stable and easy to handle reacting partners, and is endowed with broad substrate scope.

Nickel-Catalyzed Synthesis of Diaryl Sulfones from Aryl Halides and Sodium Sulfinates

A novel nickel-catalyzed cross-coupling of sulfinic acid salts with aryl halides is described. The reaction provides access to various diaryl sulfones in moderate to excellent yields. A broad range of functional groups and heteroaromatic compounds is tolerated under the reaction conditions.

Copper-mediated sulfonylation of aryl iodides and bromides with arylsulfonyl hydrazides in PEG-400

Sulfonylation using stable and readily available arylsulfonyl hydrazides and aryl iodides or bromides mediated by cupric acetate has been achieved. Using polyethylene glycol (PEG-400) as an eco-friendly medium, the coupling reaction could afford a series of unsymmetrical diaryl sulfones in moderate to good yields without the presence of additional ligands and base.