43032-69-5

Usage

Uses

Used in Pharmaceutical Research:
3-Trifluoromethylphenylmethylsulfone is utilized as a building block in the development of new drugs. Its trifluoromethyl group is particularly valuable in medicinal chemistry, as it can enhance the biological activity and pharmacokinetic properties of pharmaceutical compounds, leading to improved drug efficacy and safety.
Used in Organic Synthesis:
3-TRIFLUOROMETHYLPHENYLMETHYLSULFONE serves as a key intermediate in organic synthesis, contributing to the creation of a wide range of chemical products. Its presence in reactions can influence the outcome, making it a versatile component in the synthesis of various organic compounds.
Used in Specialty Chemicals and Materials:
3-Trifluoromethylphenylmethylsulfone is also employed in the synthesis of specialty chemicals and materials. Its unique properties allow it to be a useful reagent in a variety of chemical reactions, contributing to the development of innovative and specialized products across different industries.

Upstream product

• 98-08-8 α,α,α-trifluorotoluene 
• 7143-01-3 Methanesulfonic anhydride 
• 401-81-0 m-trifluoromethylphenyl iodide 
• 20277-69-4 sodium methansulfinate 
• 80-58-0 2-Bromobutyric acid 
• 777-44-6 3-(Trifluoromethyl)benzenesulfonyl chloride 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 74-88-4 methyl iodide 
• 672-58-2 3-(trifluoromethyl)benzenesulfonamide 
• 98-15-7 3-chlorotrifluoromethylbenzene 

Downstream Products

• 1044271-87-5 1-(methylsulfonyl)-3-nitro-5-(trifluoromethyl)benzene 
• 1403946-31-5 C₂₅H₂₈F₃N₃O₃S 

Relevant academic research and scientific papers

Primary Sulfonamide Functionalization via Sulfonyl Pyrroles: Seeing the N?Ts Bond in a Different Light

Despite common occurrence in molecules of value, methods for transforming sulfonamides are distinctly lacking. Here we introduce easy-to-access sulfonyl pyrroles as synthetic linchpins for sulfonamide functionalization. The versatility of the sulfonyl pyrrole unit is shown by generating a variety of products through chemical, electrochemical and photochemical pathways. Preliminary results on the direct functionalization of primary sulfonamides are also provided, which may lead to new modes of activation.

A Class of Amide Ligands Enable Cu-Catalyzed Coupling of (Hetero)aryl Halides with Sulfinic Acid Salts under Mild Conditions

The amide derived from 4-hydroxy-l-proline and 2,6-dimethylaniline is a powerful ligand for Cu-catalyzed coupling of (hetero)aryl halides with sulfinic acid salts, allowing the formation of a wide range of (hetero)aryl sulfones from the corresponding (hetero)aryl halides at considerably low catalytic loadings. The coupling of (hetero)aryl iodides and sodium methanesulfinate proceeds at room temperature with only 0.5 mol % CuI and ligand, representing the first example for Cu-catalyzed arylation at both low catalytic loading and room temperature.

A New Class of Amide Ligands Enable Cu-Catalyzed Coupling of Sodium Methanesulfinate with (Hetero)aryl Chlorides

((2S,4R)-4-Hydroxy-N-(2-methylnaphthalen-1-yl)pyrrolidine-2-carboxamide (HMNPC), an amide derived from 4-hydroxy-L-proline and 2-methyl naphthalen-1-amine, is a powerful ligand for Cu-catalyzed coupling of (hetero)aryl halides with sulfinic acid salts, allowing for first time the metal-catalyzed coupling of (hetero)aryl chlorides and NaSO2Me. A considerable number of (hetero)aryl chlorides worked well, providing the pharmaceutically important (hetero)aryl methylsulfones in good to excellent yields.

Palladium-catalyzed sulfination of aryl and heteroaryl halides: Direct access to sulfones and sulfonamides

A novel palladium-catalyzed sulfination of aryl and heteroaryl halides is described. This reaction operates under mild conditions and provides access to a wide range of aryl and heteroaryl sulfinates, a useful and versatile class of synthetic intermediates. Capitalizing on this sulfination reaction, one-pot protocols allowing direct access to sulfones and sulfonamides have also been developed. The practicality of these transformations is illustrated with the parallel synthesis of analogues of the drug Viagra.

Pteridinone derivatives as PI3-kinases inhibitors

New compounds of formula 1 are provided which by virtue of their pharmaceutical activity as PI3-kinase modulators may be used in the therapeutic field for the treatment of inflammatory or allergic diseases. Examples of these include inflammatory and allergic respiratory complaints, inflammatory diseases of the gastro-intestinal tract and motor apparatus, inflammatory and allergic skin diseases, inflammatory eye diseases, diseases of the nasal mucosa, inflammatory or allergic conditions involving autoimmune reactions or inflammations of the kidney.

Synthesis of aryl sulfones via L-proline-promoted CuI-catalyzed coupling reaction of aryl halides with sulfinic acid salts

(Chemical Equation Presented) The CuI/L-proline sodium salt catalyzed coupling reaction of aryl halides with sulfinic acid salts readily occurs at 80-95°C in DMSO to give the corresponding aryl sulfones in good to excellent yields. This process is well-tolerated by a wide range of functional groups including hydroxyl, amino, acetanilide, ketone, ester, and nitrile. Using this method, 4-phenylsulfonyl- and 4-methanesulfonyl-substituted L-phenylalanine derivatives are prepared.

Methanesulfonylation of deactivated aromatics with superelectrophilic CH3so2F·3SbF5 and (CH3so2)2O-2CF3so 3H/B(O3SCF3)3 systems

Methanesulfonylation of various deactivated arenes, including tri- and tetrafluorobenzenes, was achieved in good yield under mild conditions using superelectrophilic CH3SO2F/3SbF5 and (CH3SO2O)2O/2CF3SO 3H-B(O3SCF3)3 reagent systems. 1998 MAHK "Hayka/Interperiodica".