149104-88-1

Usage

Uses

Used in Pharmaceutical Industry:
4-(METHYLSULFONYL)PHENYLBORONIC ACID is used as a reagent for the preparation of various pharmaceutical compounds, such as diarylaminopyridines as potential anti-malarial agents, hydropyranopyrazine via chloropyrazinecarboxaldehyde and olefination, biaryl sulfone derivatives as antagonists of the histamine H3 receptor, novel kinase inhibitor scaffolds with potential antitumor effects, and Hepatitis C virus inhibition activity of N-hydroxyisoquinoline derivatives.
Used in Chemical Synthesis:
4-(METHYLSULFONYL)PHENYLBORONIC ACID is used as a reagent in various chemical reactions, including sequential Suzuki cross-coupling reactions, copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids, directed metalation and regioselective functionalization of 3-bromofuran and related heterocycles, Barton-Zard pyrrole cyclocondensations, Baeyer-Villiger oxidations, dipolar cycloaddition, and palladium-catalyzed cross-coupling processes.
Used in Suzuki Reaction:
4-(METHYLSULFONYL)PHENYLBORONIC ACID is used as a reagent in Suzuki reactions, which are widely employed in the synthesis of various organic compounds, including odanacatib intermediate synthesis and continuous flow Suzuki reactions.
Used in Biochemical Research:
4-(METHYLSULFONYL)PHENYLBORONIC ACID has been tested for its in vitro hormone-sensitive lipase inhibitory properties, which can be useful in the development of treatments for metabolic disorders and obesity.

InChI:InChI=1/C7H9BO4S/c1-13(11,12)7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3

Upstream product

• 850693-09-3 C₇H₇BF₃O₂S^(1-) 
• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 

Downstream Products

• 68528-29-0 5-(4-methanesulfonylphenyl)furan-2-carbaldehyde 
• 886983-45-5 5-(4-(methylsulfonyl)phenyl)thiophene-2-carbaldehyde 
• 863990-46-9 4-(4-(methylsulfonyl)phenyl)thiophene-2-carbaldehyde 
• 765938-20-3 4-(4-methylsulfonylphenyl)furan-2-carbaldehyde 
• 158959-73-0 1-(2-bromocyclopenten-1-yl)-4-(methylsulfonyl)benzene 
• 945456-60-0 3-(4-methanesulfonylphenyl)cyclopent-2-enol 
• 926934-11-4 4-[4-(4'-methanesulfonyl-biphenyl-2-ylmethyl)-piperazin-1-yl]-benzoic acid ethyl ester 
• 956320-58-4 (R)-3-(3,5-dichloro-4'-methanesulfonyl-biphenyl-4-ylmethyl)-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-2-one 
• 221148-46-5 2-(4-ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]-pyrazolo[1,5-b]pyridazine 
• 648906-08-5 C₃₅H₃₅NO₅S₂ 

Relevant academic research and scientific papers

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Cobalt Single-Atom-Intercalated Molybdenum Disulfide for Sulfide Oxidation with Exceptional Chemoselectivity

The identification of chemoselective oxidation process en route to fine chemicals and specialty chemicals is a long-standing pursuit in chemical synthesis. A vertically structured, cobalt single atom-intercalated molybdenum disulfide catalyst (Co1-in-MoS2) is developed for the chemoselective transformation of sulfides to sulfone derivatives. The single-atom encapsulation alters the electron structure of catalyst owing to confinement effect and strong metal–substrate interaction, thus enhancing adsorption of sulfides and chemoselective oxidation at the edge sites of MoS2 to achieve excellent yields of up to 99% for 34 examples. The synthetic scopes can be extended to sulfide-bearing alkenes, alkynes, aldehydes, ketones, boronic esters, and amines derivatives as a toolbox for the synthesis of high-value, multifunctional sulfones and late-stage functionalization of pharmaceuticals, e.g., Tamiflu. The synthetic utility of cobalt single atom-intercalated MoS2, together with its reusability, scalability, and simplified purification process, renders it promising for industrial productions.

Substituent effects on aryltrifluoroborate solvolysis in water: Implications for Suzuki-Miyaura coupling and the design of stable 18F-labeled aryltrifluoroborates for use in PET imaging

(Chemical Equation Presented) Whereas electron withdrawing substituents retard the rate of aryltrifluoroborate solvolysis, electron-donating groups enhance it. Herein is presented a Hammett analysis of the solvolytic lability of aryltrifluoroborates where log(Ksolv) values correlate to a values with a ρ value of approximately -1. This work provides a predictable rubric for tuning the reactivity of boron for several uses including 18F-labeled PET reagents and has mechanistic implications for ArBF3-enhanced ligandless metal-mediated cross coupling reactions with aryltrifluoroborates.