496922-59-9

Basic information

• Product Name: Benzenesulfonamide, 4-methyl-N-1-octynyl-N-(phenylmethyl)-
• CAS NO: 496922-59-9
• Molecular Formula: C22H27NO2S
• Molecular Weight: 369.528
• Mol File: 496922-59-9.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-methyl-N-1-octynyl-N-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-methyl-N-1-octynyl-N-(phenylmethyl)-(496922-59-9)
• EPA Substance Registry System: Benzenesulfonamide, 4-methyl-N-1-octynyl-N-(phenylmethyl)-(496922-59-9)

Safety Data

• Hazardous Substances Data: 496922-59-9(Hazardous Substances Data)

Upstream product

• 38761-67-0 1-bromo-1-octyne 
• 1576-37-0 N-benzyl-p-toluenesulfonamide 
• 100-46-9 benzylamine 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 1645293-17-9 C₂₈H₂₇N₅O₂S 
• 97067-18-0 4'-methyl-4-trifluoromethyl-biphenyl 
• 19482-11-2 4-chloro-4'-methylbiphenyl 
• 72093-43-7 4-methyl-4'-fluorobiphenyl 
• 53040-92-9 4-(4-tolyl)anisole 
• 119999-21-2 2-[4-(ethoxycarbonyl)phenyl]naphthalene 
• 89409-89-2 ethyl 4’-cyano-[1,1’-biphenyl]-4-carboxylate 
• 732-80-9 4'-methoxy-biphenyl-4-carboxylic acid ethyl ester 

Relevant articles and documents

Keteniminium-Driven Umpolung Difunctionalization of Ynamides

A three-component Pd-catalyzed coupling of ynamides, aryl diazonium salts, and aryl boronic acids for the synthesis of novel triaryl-substituted enamides is described. This transformation represents the first example of an umpolung regioselective unsymmetrical syn-1,2-diarylation/aryl-olefination of ynamides. The aryl moieties of the diazonium salt (electrophile) and boronic acid (nucleophile) are explicitly incorporated in the electrophilic α- and nucleophilic β-position, respectively, of the ynamide, resulting in a single isomer of the N-bearing tetrasubstituted olefin. The scope is broad (68 examples), showing excellent functional-group tolerance. DFT calculations substantiate the rationale of the mechanistic cycle and the regioselectivity. The chemoselectivity and synthetic potential of the enamide products were also studied.

Gold-Catalyzed syn-1,2-Difunctionalization of Ynamides via Nitrile Activation

Developed is an unprecedented Au(I)-catalyzed syn-1,2-difunctionalization of ynamides with 2-aminobenzonitriles via nitrile activation. The coupling between ynamides and 2-aminobenzonitriles is explicitly regioselective, providing a straightforward access to 2,4-diamino-substituted quinolines. Density functional theory (DFT) study provides insightful information and rationalizes the reaction pathway. It shows how the synergy between ynamide π-activation and nitrile σ-coordination by the Au(I) catalyst makes the cyclization viable.

Synthesis of α,β-Unsaturated N-Sulfonyl Imides through Zinc-Catalyzed Intermolecular Oxidation of N-Sulfonyl Ynamides

A novel zinc-catalyzed intermolecular oxidation of N-sulfonyl ynamides has been developed. A variety of functionalized α,β-unsaturated N-sulfonyl imides are readily accessed by utilizing this approach, thus providing a viable alternative to synthetically