55975-45-6

Upstream product

• 676-85-7 methylsulphinyl chloride 
• 304-88-1 N-phenylbenzohydroxamic acid 
• 73153-40-9 C₁₄H₁₃NO₃S 
• 5470-49-5 4-methanesulfonylphenylamine 
• 98-88-4 benzoyl chloride 
• 1193-02-8 4-aminotiophenol 
• 74-88-4 methyl iodide 
• 4389-07-5 N-(4-(aminosulfonyl)phenyl)benzamide 
• 63-74-1 sulfanilamide 
• 73153-66-9 N-(4-(methylthio)phenyl)benzamide 

Downstream Products

• 708258-05-3 N-(4-methylsulfonylphenyl)benzene carbohydrazonamide 
• 708258-06-4 4-(4-methylsulfonylphenyl)-3-phenyl-1,4-dihydro-5H-1,2,4-triazol-5-thione 

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.

Catalyst-free arylation of sulfonamidesviavisible light-mediated deamination

A novel arylation of sulfonamides with boronic acids to afford numerous diaryl sulfonesviaa visible light-mediated N-S bond cleavage other than the typical transition-metal-catalyzed C(O)-N bond activation is described. This methodology, which represents the first catalyst-free protocol for the sulfonylation of boronic acids, is characterized by its simple reaction conditions, good functional group tolerance and high efficiency. Several successful examples for the late-stage functionalization of diverse sulfonamides indicate the high potential utility of this method in pharmaceutical science and organic synthesis.

Design, synthesis, and biological evaluation of substituted 3-alkylthio-4,5-diaryl-4H-1,2,4-triazoles as selective COX-2 inhibitors

A new type of 4,5-diaryl-4H-1,2,4-triazole, possessing C-3 thio and alkylthio (SH, SMe or SEt) substituents, was designed and synthesized for evaluation as selective cyclooxygenase-2 (COX-2) inhibitors with in vivo anti-inflammatory activity. The compound

Syntheses of 5-Alkylthio-1,3-diaryl-1,2,4-triazoles

Arylation of the readily available 3-alkythio-5-aryl-1,2,4-triazoles gave 5-alkylthio-1,3-diaryl-1,2,4-triazoles in moderate yield. The structures of the latter were confirmed by NOE and 13C-NMR.

Radical Pair Mechanism in the Aromatic Rearrangement of O-Alkylsulfinyl-N-phenylhydroxylamines

O-Alkylsulfinyl-N-benzoyl-N-phenylhydroxylamines (3) rearrange at -70 degC to give sulfonamides 4, o-sulfones 5, p-sulfones 6, and o-sulfonates 7.These reactions proceed intramolecularly via the radical pair 13 by -, - and -shifts in both radicals as proved both by experiments with 18O-indicated N-benzoyl-N-phenylhydroxylamine (1) and by strong 13C-CIDNP effects.The third oxygen in the o-sulfonate 7 is donated by a second molecule of the educt 1.