92631-12-4

Basic information

• Product Name: Furan, 3-[[(4-methylphenyl)sulfonyl]methyl]-
• CAS NO: 92631-12-4
• Molecular Formula: C12H12O3S
• Molecular Weight: 236.291
• Mol File: 92631-12-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Furan, 3-[[(4-methylphenyl)sulfonyl]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, 3-[[(4-methylphenyl)sulfonyl]methyl]-(92631-12-4)
• EPA Substance Registry System: Furan, 3-[[(4-methylphenyl)sulfonyl]methyl]-(92631-12-4)

Safety Data

• Hazardous Substances Data: 92631-12-4(Hazardous Substances Data)

Upstream product

• 22037-28-1 3-bromofurane 
• 3185-99-7 Methyl p-tolyl sulfone 
• 14497-29-1 3-(chloromethyl)furan 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 63184-61-2 3-(bromomethyl)furan 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 219702-81-5 3-Cyclohexylidene-1-furan-3-yl-1-(toluene-4-sulfonyl)-propan-2-one 
• 86450-74-0 (+)-Baiyunol 
• 53098-76-3 ((E)-9-(furan-3-yl)-2,6-dimethylnona-2,6-dien-4-one) 
• 92631-20-4 Acetic acid (E)-8-furan-3-yl-1,1,5-trimethyl-2-phenylsulfanyl-8-(toluene-4-sulfonyl)-oct-5-enyl ester 
• 92631-15-7 3-[(E)-4,8-Dimethyl-7-phenylsulfanyl-1-(toluene-4-sulfonyl)-nona-3,8-dienyl]-furan 
• 92631-24-8 Acetic acid (E)-6-furan-3-yl-3-methyl-1-(2-methyl-propenyl)-6-(toluene-4-sulfonyl)-hex-3-enyl ester 
• 92631-22-6 Acetic acid (2E,5E)-8-furan-3-yl-1,1,5-trimethyl-8-(toluene-4-sulfonyl)-octa-2,5-dienyl ester 
• 92631-25-9 6-hydroxy-1-p-tosyldendrolasin 
• 92631-17-9 9-p-tosylneotorreyol 
• 92631-16-8 9-(3-furyl)-2,6-dimethyl-3-phenylthionona-1,6(E)-diene 
• 1786-16-9 neotorreyol 
• 105631-27-4 (3bS,5aR,9aR,11R)-3b,6,6,9a-Tetramethyl-11-(toluene-4-sulfonyl)-3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydro-phenanthro[1,2-b]furan 
• 105631-26-3 (3bR,5aS,9aS,9bR,11R)-3b,6,6,9a-Tetramethyl-11-(toluene-4-sulfonyl)-3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydro-phenanthro[1,2-b]furan 
• 115626-95-4 (4aR,6S,8aS)-3,4,4a,5,6,7,8,8a-octahydro-6-benzyloxy-1-<2-(3-furyl)-2-p-tosylethyl>-2,5,5,8a-tetramethylnaphthalene 

Relevant articles and documents

Palladium Catalyzed Monoselective α-Arylation of Sulfones and Sulfonamides with 2,2,6,6-Tetramethylpiperidine·ZnCl·LiCl Base and Aryl Bromides

A palladium catalyzed Negishi-type α-arylation of sulfones and sulfonamides with a broad range of aryl bromides has been developed. The substrates are selectively metalated in situ with tmp·ZnCl·LiCl base (tmp: 2,2,6,6-tetramethylpiperidine) and cross-coupled in the presence of a catalyst system that is generated from Pd(dba)2 and XPhos. Electron-deficient, electron-rich, and heterocyclic aryl bromides have been successfully cross-coupled, and sensitive functional groups are well tolerated. Simple aryl bromides are converted overnight at 60 °C in THF while heteroaryl bromides are efficiently coupled within 2 h at 130 °C in a microwave reactor. The desired monoarylated α-branched benzyl sulfones and sulfonamides were obtained in good yields, and overarylation was not detected. The procedure is ideal for late stage functionalization in parallel medicinal chemistry.

Limonoid model insect antifeedants. A stereoselective synthesis of azadiradione C, D, and E fragments through intramolecular diazo ketone cyclization

A stereoselective synthesis of model compound 18 of the insect antifeedant azadiradione has been accomplished starting from α-cyclocitral in 12 steps in 15% overall yield. The strategy for the synthesis is based on an intramolecular cyclopropanation of a diazo ketone and subsequent selective cleavage of a cyclopropyl ketone. Reactivity differences in the cleavage of the key cyclopropyl ketone 13 and its homolog 12 lacking the furyl ring are explored.