58751-78-3

Usage

InChI:InChI=1/C7H13NO/c1-8(9)7-5-3-2-4-6-7/h2-6H2,1H3

Upstream product

• 19690-00-7 cyclohexanone O-trimethylsilyl oxime 
• 420-37-1 trimethoxonium tetrafluoroborate 
• 141339-39-1 N-cyclohexyl-N-methylhydroxylamine 
• 100-60-7 N-methylcyclohexylamine 
• 4229-44-1 N-methylhydroxyamine hydrochloride 
• 108-94-1 cyclohexanone 

Downstream Products

• 74531-11-6 3'-Methyl-5'-phenylcyclohexanspiro-4'-(imidazolidin)-2'-on 
• 139286-64-9 cyclohexanespiro-3'-(2'-methyl-4'-ethoxycarbonyl-5'-phenyl-4'-isoxazoline) 
• 1027648-75-4 C₂₃H₃₁NOSi 
• 139415-79-5 2,2-dimethyl-3-spirocyclohexyl-4-ethoxycarbonyl-5-phenyl-4-isoxazolinium triflate 
• 139286-78-5 Ethyl 2-benzoyl-cyclohexylidenacetate 
• 139286-77-4 Ethyl 2-formyl-cyclohexylidenacetate 
• 100-64-1 cyclohexanone-oxime 
• 108-94-1 cyclohexanone 
• 6407-35-8 N-cyclohexylidenemethylamine 
• 1552-92-7 ethyl cyclohexylideneacetate 
• 83511-66-4 1-Methyl-4-trimethylsilanyl-2-oxa-1-aza-spiro[4.5]decan-3-one 
• 35105-52-3 (1-methyl-4-phenyl-2-oxa-1,4-diaza-spiro[4.5]dec-3-ylidene)-phenyl-amine 

Relevant academic research and scientific papers

Thermal Valence Rearrangements of Heterocycles. Part 2. A New Synthetic Approach Towards the Indole Ring System

A new synthetic approach towards the indole ring system is described. When dimethyl 1-methyl-2-oxa-1-azaspirodec-3-ene-3,4-dicarboxylate (6) was refluxed in toluene, the previously known dimethyl 4,5,6,7-tetrahydro-1-methyl-1H-indole-2,3-dicarboxylat

Fast method for synthesis of alkyl and aryl-N-methylnitrones

A simple, fast, efficient and eco-friendly procedure was developed for the synthesis of alkyl and aryl-N-methylnitrones. The corresponding nitrones of aromatic aldehydes, aliphatic aldehydes and alicyclic carbonyl compounds were prepared from N-methylhydr

Tin-free radical alkylation of ketones via N-silyloxy enamines

The radical alkylation of ketones is achieved by their conversion into corresponding N-silyloxy enamines, followed by a radical reaction with alkyl halides bearing electron-withdrawing groups. The Royal Society of Chemistry 2006.

Regiochemistry of mercury(II) oxide oxidation of unsymmetrical N,N-disubstituted hydroxylamines

Mercury(II) oxide oxidation of N,N-disubstituted hydroxylamines with the α and α' carbon atoms containing one and two hydrogen atoms, respectively, gave aldonitrones in a highly regioselective manner. Removal of the α proton is involved in the rate determining step as shown by primary kinetic isotope effect.

Reaction of Oximes with Dimethyl Carbonate: A New Entry to 3-Methyl-4,5-disubstituted-4-oxazolin-2-ones

The reaction of ketone oximes with dimethyl carbonate (DMC) carried out in an autoclave at 180-190 deg C and in the presence of K2CO3 yields 3-methyl-4,5-disubstituted-4-oxazolin-2-ones.The reaction can be applied to both aliphatic and aromatic ketone oximes, provided that a methylene group be present near the C=N bond.Nonoptimized yields range from 22 to 48percent.The reaction seems to be a sigmatropic rearrangement where DMC plays a key role in causing the initial N-methylation of the oximes.

A CONVENIENT SYNTHESIS OF NITRONES BY N-ALKYLATION OF O-TRIMETHYLSILYLOXIMES

Aldoxime and ketoxime-O-trimethylsilyl ethers can be alkylated with trialkyl-oxonium tetrafluoroborates and alkyl triflates at or below room temperature to produce nitrones in good yields.

α-Oxygenation of Aldehydes and Cyclic Ketones by Acylation-Rearrangement of Nitrones

The reaction of N-tert-butylnitrones (1a-e) of aldehydes and N-methylnitrones (2 and 3) of cyclic ketones with acid chlorides in the presence of triethylamine afforded α-acyloxy imines by rearrangement of N-vinyl-O-acylhydroxylamine intermediates.Hydrolysis of the α-acyloxy imines gave α-acyloxy aldehydes and ketones.The acylation-rearrangement reaction offers a new method for α-oxygenation of carbonyl compounds.