1274845-59-8

Basic information

• Product Name: 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-one
• Synonyms: 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-one
• CAS NO: 1274845-59-8
• Molecular Weight: 281.376
• Mol File: 1274845-59-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-one(1274845-59-8)
• EPA Substance Registry System: 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-one(1274845-59-8)

Safety Data

• Hazardous Substances Data: 1274845-59-8(Hazardous Substances Data)

Upstream product

• 64-19-7 acetic acid 
• 289890-80-8 4-iodo-1-[(4-methylphenyl)sulfonyl]piperidine 
• 297180-07-5 4-ethoxycarbonyl-1-(4-methylphenylsulfonyl)piperidine 
• 147636-36-0 1-[(4-methylphenyl)sulfonyl]piperidine-4-carboxylic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 1126-09-6 4-carbethoxypiperidine 
• 553666-09-4 1-[(4-methylphenyl)sulfonyl]piperidine-4-carbaldehyde 
• 311794-12-4 1-(toluene-4-sulfonyl)piperidine-4-carboxylic acid methyl ester 
• 75-16-1 methylmagnesium bromide 
• 108-24-7 acetic anhydride 

Downstream Products

• 92324-30-6 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-ol 
• 57186-75-1 1-tosyl-1,2,5,6-tetrahydropyridine 
• 4703-22-4 N-tosylpiperidine 

Relevant articles and documents

Copper(I)-Catalyzed Enantioselective Nucleophilic Borylation of Aliphatic Ketones: Synthesis of Enantioenriched Chiral Tertiary α-Hydroxyboronates

A new method was developed for the first catalytic enantioselective borylation of aliphatic ketones. A variety of substrates reacted efficiently with bis(pinacolato)diboron in the presence of a copper(I)/chiral N-heterocyclic carbene complex catalyst to furnish optically active tertiary α-hydroxyboronates with moderate to high enantioselectivities (up to 94 % ee). Notably, the product could be converted into the chiral tertiary alcohol derivative using a stereospecific boron functionalization process. The theoretical study of the mechanism for the enantioselectivity is also described.

Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones

The dehydroacylation of ketones to olefins is realized under mild conditions, which exhibits a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N′-methylpicolinohydrazonamide (MPHA) reagent is key to enable efficient cleavage of ketone C-C bonds at room temperature. Diverse alkyl- and aryl-substituted olefins, dienes, and special alkenes are generated with broad functional group tolerance. Strategic applications of this method are also demonstrated.

Radical Deuteration with D2O: Catalysis and Mechanistic Insights

Selective incorporation of deuterium atoms into molecules is of high interest for labeling purposes and for optimizing properties of drug candidates. A mild and environmentally benign method for the deuteration of alkyl iodides via radical pathway using D2O as source of deuterium has been developed. The reaction is initiated and mediated by triethylborane in the presence of dodecanethiol as a catalyst. This method is compatible with a wide range of functional groups and provides the monodeuterated products in good yields and with a high level of deuterium incorporation. It opens promising opportunities for the development of enantioselective radical reactions. Moreover, a revision of the mechanism of the deoxygenation reaction of xanthates using R3B and water (Wood deoxygenation) is presented.