87456-64-2

Basic information

• Product Name: 1-Propanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-1-phenyl-
• CAS NO: 87456-64-2
• Molecular Formula: C16H16O4S
• Molecular Weight: 304.367
• Mol File: 87456-64-2.mol
• Article Data: 50

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-1-phenyl-(87456-64-2)
• EPA Substance Registry System: 1-Propanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-1-phenyl-(87456-64-2)

Safety Data

• Hazardous Substances Data: 87456-64-2(Hazardous Substances Data)

Upstream product

• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 93-55-0 1-phenyl-propan-1-one 
• 104-15-4 toluene-4-sulfonic acid 
• 13266-91-6 (Z)-1-phenylprop-1-en-1-yl acetate 
• 1430119-54-2 (Z)-1-phenylprop-1-en-1-yl 4-methylbenzenesulfonate 
• 4518-65-4 (1-methoxyprop-1-en-1-yl)benzene 
• 1227710-56-6 hydroxy-(2,3,5,6-tetrafluoro-4-trifluoromethylphenyl)iodonium toluene-4-sulfonate 
• 159950-96-6 1-(p-methylbenzenesulfonyloxy)-1,2-benziodoxol-3(1H)-one 
• 93-54-9 1-Phenyl-1-propanol 
• 25370-96-1 O-(p-toluenesulfonyl)-N-tert-butoxycarbonyl-N-methylhydroxylamine 
• 25370-97-2 O-(p-toluenesulfonyl)-N-methylhydroxylamine 
• 73177-96-5 <(hydroxy)(tosyloxy)iodo>-p-toluene 
• 440365-99-1 3,5-bis(trifluoromethyl)-1-[hydroxy(tosyloxy)iodo]benzene 

Downstream Products

• 6084-17-9 2-chloro-1-phenylpropan-1-one 
• 81111-93-5 1-phenyl-2-(p-toluenesulfonyloxy)-1-propanone dimethyl acetal 
• 10130-23-1 2-methyl-3-phenylquinoxaline 
• 93-55-0 1-phenyl-propan-1-one 
• 71908-02-6 (2SR,3RS)-3-hydroxy-2-methyl-1,3-diphenylpropan-1-one 
• 71908-03-7 (2SR,3RS)-2-methyl-1,3-diphenyl-3-hydroxypropan-1-one 
• 1210046-21-1 1-phenyl-2-(4-phenyl-[1,2,3]triazol-1-yl)-propan-1-one 
• 52306-27-1 (cis)-2-methyl-1-phenylcyclopropan-1-ol 
• 52306-27-1 2-methyl-1-phenyl-1-cyclopropanol 
• 20177-86-0 2-(1-methyl-2-oxo-2-phenylethylsulfanyl)-1-phenyl-propan-1-one 
• 93020-55-4 5-methyl-4-phenyl-2-(N-phenylamino)thiazole 
• 58130-11-3 2-methyl-1-phenylhex-5-en-1-one 
• 135186-09-3 2-methyl-1-phenylcyclopropanol 
• 35947-99-0 2-azido-1-phenyl-1-propanone 

Relevant articles and documents

Chiral Ligands in Hypervalent Iodine Compounds: Synthesis and Structures of Binaphthyl-Based λ3-Iodanes

Several novel binaphthyl-based chiral hypervalent iodine(III) reagents have been prepared and structurally analysed. Various asymmetric oxidative reactions were applied to evaluate the reactivities and stereoselectivities of those reagents. Moderate to excellent yields were observed; however, very low stereoselectivities were obtained. NMR experiments indicated that these reagents are very easily hydrolysed in either chloroform or DMSO solvents leading to the limited stereoselectivities. It is concluded that the use of chiral ligands is an unsuccessful way to prepare efficient stereoselective iodine(III) reagents.

Continuous-Flow Electrochemical Generator of Hypervalent Iodine Reagents: Synthetic Applications

An efficient and reliable electrochemical generator of hypervalent iodine reagents has been developed. In the anodic oxidation of iodoarenes to hypervalent iodine reagents under flow conditions, the use of electricity replaces hazardous and costly chemical oxidants. Unstable hypervalent iodine reagents can be prepared easily and coupled with different substrates to achieve oxidative transformations in high yields. The unstable, electrochemically generated reagents can also easily be transformed into classic bench-stable hypervalent iodine reagents through ligand exchange. The combination of electrochemical and flow-chemistry advantages largely improves the ecological footprint of the overall process compared to conventional approaches.

General Method for the Preparation of Electron-Deficient Imidazo[1,2-a]pyridines and Related Heterocycles

A new annulation method for the preparation of the imidazo[1,2-a]pyridine ring system under mild conditions is presented. Treatment of a 2-aminopyridine with a dimethylketal tosylate in acetonitrile at elevated temperature (80-140°C) in the presence of catalytic Sc(OTf)3 provides the imidazo[1,2-a]pyridine product in good yield. The annulation method is broadly applicable to electron-poor 2-aminopyridines and displays a complementary profile to the classic preparation of the imidazo[1,2-a]pyridine ring system by reaction of a bromoketone with electron-rich and -neutral substrates. The scope of the process and mechanistic considerations are discussed.