86544-58-3

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 627-05-4 1-nitrobutane 
• 201230-82-2 carbon monoxide 
• 109-73-9 N-butylamine 
• 111-92-2 dibutylamine 
• 110-62-3 pentanal 
• 13393-61-8 N,N-dibutylhydroxylamine 

Downstream Products

• 111-92-2 dibutylamine 

Relevant academic research and scientific papers

Selective reductive coupling of nitro aliphatic compounds with aldehydes in hydrogen using gold catalyst

Nitrones were synthesized in good yields directly from nitro aliphatic compounds, aldehydes, and H2 using highly dispersed gold nanoparticles on titania. The high selectivity for nitrone synthesis contrasts with the platinum supported on carbon

Surface-Mediated Reactions. 9. Selective Oxidation of Primary and Secondary Amines to Hydroxylamines

OXONE over silica gel or, in some cases, alumina has been found to oxidize the primary and secondary amines 3 selectively to the corresponding hydroxylamines 4, in either the presence or absence of a solvent. Treatment of Boc-protected L-lysine (6) under the latter conditions afforded hydroxylamine 7 in excellent yield. The trialkylamine 1a and pyridine (1b), in which selectivity is not an issue, were readily oxidized to the corresponding oxides 2 by OXONE over silica gel or alumina, as well as by (CH3)3COOH over silica gel. Solvent-free oxidation assisted by microwave irradiation was more forcing, while still affording the hydroxylamines 4 selectively, and is the synthetic method of choice. The mechanistic aspects of these reactions are discussed.

Nitrones from Addition of Benzyl and Allyl Grignard Reagents to Alkyl Nitro Compounds: Chemo-, Regio-, and Stereoselectivity of the Reaction

Reaction of allyl and benzyl Grignard reagents with functionalized nitroalkanes afford nitrones in good yield.This process shows considerable chemoselectivity; carbonyl groups and other highly reactive electrophilic functions are unaffected by the reaction conditions (THF, -70 deg C).A mixture of regioisomers 4 and 5 is usually obtained, and the product distribution depends on the nature of the alkyl framework.An intermediate 3 is postulated, and the isomeric pair of nitrones arises, very likely through a selective syn elimination. α-Substituted alkyl chains give mostly conjugated products 4 while unbranched chains afford predominantly the nonconjugated nitrones 5.The 4/5 ratio can be strongly modified by using a proton source of suitable strength; trichloroacetic acid produces 4 exclusively in the reaction of nitroethane with benzyl Grignard, while 2,6-dimethylphenol affords completely the nonconjugated nitrone 5.The stereochemistry of the double bond is affected by the nature of the reagent used.Benzyl Grignard gives only Z nitrones 4 and 5; 2-butenylmagnesium chloride gives nonconjugated Z nitrones and a predominance of E isomer in the conjugated nitrone 5.

Oxidation of Aliphatic and Aromatic Amines with Hydrogen Peroxide Catralyzed by Peroxoheteropoly Oxometalates

Peroxotungstophosphate (PCWP) was found to be an efficient catalyst for the oxidation of amines with 35percent H2O2 under the biphasic or homogeneous condition.Thus, primary and secondary amines were oxidized to oximes and nitrones, respectively, in good yields.Aromatic amines afforded to the corresponding nitroso compounds and/or nitrobenzenes.

Oxidative carbonylation of aliphatic amines catalysed by nickel-complexes

The catalytic activity of some nickel-complexes in the dioxygen-induced oxidative carbonylation of amines has been studied.N,N'-substituted ureas were obtained in fairly low yields (maximum 55percent), instead of N,N'-oxamides expected on the basis of a p

THE REACTION OF N-MONO AND N,N-DISUBSTITUTED HYDROXYLAMINES WITH PALLADIUM CATALYST

The Palladium catalyzed reactions of N,N-disubstituted and N-substituted hydroxylamines give the corresponding nitrones and azoxy compounds highly efficiently.The former reactions are performed in the presence of alkenes to give the cycloadducts which are valuable intermediates regio and stereoselectively.