39551-07-0

Basic information

• Product Name: (E)-4-methyl-N-(4-phenylbut-3-en-1-yl)benzenesulfonamide
• Synonyms: (E)-4-methyl-N-(4-phenylbut-3-en-1-yl)benzenesulfonamide
• CAS NO: 39551-07-0
• Molecular Weight: 301.409
• Mol File: 39551-07-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (E)-4-methyl-N-(4-phenylbut-3-en-1-yl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-methyl-N-(4-phenylbut-3-en-1-yl)benzenesulfonamide(39551-07-0)
• EPA Substance Registry System: (E)-4-methyl-N-(4-phenylbut-3-en-1-yl)benzenesulfonamide(39551-07-0)

Safety Data

• Hazardous Substances Data: 39551-07-0(Hazardous Substances Data)

Upstream product

• 937-58-6 (3E)-4-phenyl-3-buten-1-ol 
• 591-50-4 iodobenzene 
• 100-52-7 benzaldehyde 
• 74592-04-4 (E)-2-(4-phenylbut-3-en-1-yl)isoindoline-1,3-dione 
• 98-59-9 p-toluenesulfonyl chloride 
• 1007-03-0 1-phenyl-1-cyclopropylmethanol 
• 70-55-3 toluene-4-sulfonamide 
• 949380-72-7 N-[cyclopropyl(phenyl)methyl]-4-methylbenzenesulfonamide 
• 7555-67-1 1-phenylmethylenecyclopropane 
• 10285-80-0 N-tosyl-3-butenylamine 
• 960-16-7 tributylphenylstannane 
• 7515-38-0 (E)-4-phenylbut-3-en-1-amine 

Downstream Products

• 24517-59-7 2-phenyl-1-(4-methylbenzenesulfonyl)pyrrolidine 

Relevant articles and documents

Alkene Oxyamination Using Malonoyl Peroxides: Preparation of Pyrrolidines and Isoxazolidines

Treatment of homoallylic N-tosyl amines or allylic N-tosyl hydroxylamines with 1.5 equiv of a malonoyl peroxide provides a stereoselective method to access functionalized pyrrolidines and isoxazolidines. This metal free alkene oxyamination proceeds in 50-

Rhodium-Catalyzed Alkene Difunctionalization with Nitrenes

The RhII-catalyzed oxyamination and diamination of alkenes generate 1,2-amino alcohols and 1,2-diamines, respectively, in good to excellent yields and with complete regiocontrol. In the case of diamination, the intramolecular reaction provides

Gold- and silver-catalyzed tandem amination/ring expansion of cyclopropyl methanols with sulfonamides as an expedient route to pyrrolidines

An efficient synthetic route to pyrrolidines that relies on AuCl/ AgOTf-catalyzed tandem amination/ ring expansion of substituted cyclopropyl methanols with sulfonamides is reported herein. The reactions proceed rapidly at 100 °C with catalyst loadings as low as 2 mol % and produce the pyrrolidine products in yields of 30-95%. The method was shown to be applica ble to a broad range of cyclopropyl methanols, including unactivated ones, and sulfonamide substrates containing electron-withdrawing, electron-donating, and sterically-demanding substitu ents. The mechanism is suggested to involve activation of the alcohol substrate by the AuCl/AgOTf catalyst, followed by ionization of the starting material, which causes ring opening of the cyclopropane moiety and trapping by the sulfonamide nucleophile. The resultant aminated acyclic intermediate undergoes subsequent intramolecular hydroamination to give the pyrrolidine.