312329-87-6

Basic information

• Product Name: Benzenesulfonamide, N-ethynyl-4-methyl-N-phenyl-
• CAS NO: 312329-87-6
• Molecular Formula: C15H13NO2S
• Molecular Weight: 271.34
• Mol File: 312329-87-6.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-ethynyl-4-methyl-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-ethynyl-4-methyl-N-phenyl-(312329-87-6)
• EPA Substance Registry System: Benzenesulfonamide, N-ethynyl-4-methyl-N-phenyl-(312329-87-6)

Safety Data

• Hazardous Substances Data: 312329-87-6(Hazardous Substances Data)

Upstream product

• 68-34-8 phenyl toluenesulfonamide 
• 1252671-79-6 1-ethynyl-1,2-benziodoxol-3(1H)-one 
• 125803-61-4 ethynylphenyl-iodonium-1,1,1-trifluoromethanesulfonate 
• 1198340-49-6 (E)-N-(1,2-dichlorovinyl)-4-methyl-N-phenylbenzenesulfonamide 
• 75-35-4 1,1-Dichloroethylene 
• 74-86-2 acetylene 
• 1092383-27-1 4-methyl-N-phenyl-N-[2-[tris(1-methylethyl)silyl]-ethynyl]-benzenesulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 62-53-3 aniline 
• 68984-88-3 N-Formyl-N-phenyl-4-methyl-benzenesulfonamide 
• 75-03-6 ethyl iodide 
• 312329-83-2 N-(2,2-dichlorovinyl)-N-phenyl-4-methyl-benzenesulfonamide 
• 74-88-4 methyl iodide 

Downstream Products

• 676591-83-6 4-methyl-N-phenyl-N-[(trimethylsilyl)ethynyl]benzenesulfonamide 
• 1429481-71-9 1-(toluene-4-sulfonyl)-1,3-dihydro-indol-2-one 

Relevant articles and documents

Synthesis of cis-β-Amidevinyl Benziodoxolones from the Ethynyl Benziodoxolone-Chloroform Complex and Sulfonamides

The synthesis of cis-β-amidevinyl benziodoxolones from the ethynyl benziodoxolone-chloroform complex and sulfonamides is reported. Evidence indicates that highly reactive unsubstituted ethynyl benziodoxolone undergoes Michael addition of sulfonamides, including sterically demanding acyclic amino acid derivatives. The synthesis of selectively deuterated cis-β-amidevinyl benziodoxolones and investigation of ethynyl-λ3-iodane reactivity are also described.

Photo-induced synthesis of β-sulfonyl imides from carboxylic acids

A photo-induced imidation process of carboxylic acids is described. Numerous carboxylic acids could convert to β-sulfonyl imides in the presence ofN-sulfonyl ynamides under visible light irradiation. Control experiments and mechanistic studies demonstrate that this imidation process involves a hydroacyloxylation/radical rearrangement cascade. This protocol represents a direct imidation method from carboxylic acids under mild conditions, with broad scope and high atom-economy.

Gold-Catalyzed Oxidations of 1,3-Diynamides with C(1) versus C(3) Regioselectivity: Catalyst-Dependent Oxidative Cyclizations in the C(3) Oxidation

This work reports two distinct paths in catalytic oxidations of 1,3-diynamides with 8-methylquinoline oxide. A typical C(1) regioselectivity was observed for aryl-substituted 1,3-diyn-1-amides, whereas an unexpected C(3) regioselectivty occurred for 5-hydroxy1,3-diyn-1-amides. We focused on the C(3) oxidations of 5-hydroxy1,3-diyn-1-amides because we observed two oxidative cyclizations of the same substrates to yield 2-aminomethylenefuran-3(2H)-ones and 2-amino-4H-pyran-4-ones using AuCl3 and a cationic gold catalyst, respectively. Density functional theory calculations were performed to rationalize the C(3) regioselectivity on 5-hydroxy1,3-diyn-1-amides.