1739-13-5

Upstream product

• 115878-50-7 1-chloro-3-(4-methoxyphenyl)propyl phenyl sulfoxide 
• 62-53-3 aniline 
• 637-69-4 4-Methoxystyrene 
• 100-61-8 N-methylaniline 
• 28131-24-0 tert-butyl N-methyl-N-(phenyl)carbamate 
• 3422-01-3 tert-butyl phenylcarbamate 
• 5406-18-8 3-(p-methoxyphenyl)-1-propanol 
• 76553-88-3 (E)-N-((E)-3-(4-methoxyphenyl)prop-2-en-1-ylidene)1-phenylamine 
• 20401-88-1 3-(4-methoxyphenyl)propional 
• 201230-82-2 carbon monoxide 
• 20732-26-7 lithium anilide 

Relevant academic research and scientific papers

Reaction of magnesium carbenoids with N-lithio arylamines: A novel method for generation of non-stabilized α-amino-substituted carbanions and a new synthesis of α-amino acid derivatives

Treatment of 1-chloroalkyl phenyl sulfoxides with a Grignard reagent at low temperature afforded magnesium carbenoids in quantitative yields. The magnesium carbenoids were found to be reactive with N-lithio alkylamines and N-lithio arylamines. The reaction with N-lithio alkylamines afforded an olefin, which was derived from dimerization of the magnesium carbenoid, in moderate yield. The reaction with N-lithio arylamines gave the adducts, α-amino-substituted carbanions, in good yields. From these intermediates, a novel synthesis of α-amino acid derivatives and N,N-dialkyl arylamines having a deuterium at the α-position was realized.

Cobalt-Catalyzed Hydrogenations via Olefin Cobaltate and Hydride Intermediates

Redox noninnocent ligands are a promising tool to moderate electron transfer processes within base-metal catalysts. This report introduces bis(imino)acenaphthene (BIAN) cobaltate complexes as hydrogenation catalysts. Sterically hindered trisubstituted alkenes, imines, and quinolines underwent clean hydrogenation under mild conditions (2-10 bar, 20-80 °C) by use of the stable catalyst precursor [(DippBIAN)CoBr2] and the cocatalyst LiEt3BH. Mechanistic studies support a homogeneous catalysis pathway involving alkene and hydrido cobaltates as active catalyst species. Furthermore, considerable reaction acceleration by alkali cations and Lewis acids was observed. The dinuclear hydridocobaltate anion with bridging hydride ligands was isolated and fully characterized.

Use of (cyclopentadienone)iron tricarbonyl complexes for c-n bond formation reactions between amines and alcohols

The application of a series of (cyclopentadienone)iron tricarbonyl complexes to "borrowing hydrogen" reactions between amines and alcohols was completed in order to assess their catalytic activity. The electronic variation of the aromatic groups flanking the C?O of the cyclopentadienone influenced the efficiency of the reactions; however, in other cases, the Kn?lker catalyst 1, containing trimethylsilyl groups flanking the cyclopentadienone ketone, gave the best results. In some cases, the change of the ratio of amine to alcohol improves the conversion significantly. The application of iron catalysts to the synthesis of a range of amines, including unsaturated amines, was investigated.

A 2,6-bis(phenylamino)pyridinato titanium catalyst for the highly regioselective hydroaminoalkylation of styrenes and 1,3-butadienes

The C-C bond forming catalytic hydroaminoalkylation of terminal alkenes, 1,3-dienes, or styrenes allows a direct and highly atom efficient (100 %) synthesis of amines which can result in the formation of two regioisomers, the linear and the branched product. We present a new titanium catalyst with 2,6-bis(phenylamino)pyridinato ligands for intermolecular hydroaminoalkylation reactions of styrenes and 1-phenyl-1,3-butadienes that delivers the corresponding linear hydroaminoalkylation products with excellent regioselectivities. Linear progress: A new Ti complex with 2,6-bis(phenylamino) pyridinato ligands catalyzes highly regioselective hydroaminoalkylation reactions of styrenes. The process that directly gives access to the corresponding linear hydroaminoalkylation products offers a new and flexible synthetic approach towards pharmaceutically important 3-arylpropylamines. It is also possible to convert (E)-1-phenyl-1,3-butadienes into the corresponding linear products.

Ruthenium-catalysed transfer hydrogenation reactions with dimethylamine borane

Dimethylamine-borane adduct has been used as the hydrogen source for the reduction of carbonyl compounds, imines, oximes, nitriles, nitroarenes and alkenes using [Ru(p-cymene)Cl2]2 as the catalyst.

[Ind2TiMe2]: A catalyst for the hydroaminomethylation of alkenes and styrenes

(Chemical Equation Presentation) Metal-catalyzed hydroaminomethylations of styrenes, which take place by C-H bond activation, can be achieved in the presence of the catalyst [Ind2TiMe2] (Ind = η5-indenyl). Corresponding reactions of l-alkenes with N-methylanilines performed at temperatures between 80°C and 105°C usually take place with regioselectivities of better than 99:1 in favor of the branched product.

1, 4-butanediol as a reducing agent in transfer hydrogenation reactions

1, 4-Butanediol is able to deliver two equivalents of H2 in hydrogen- transfer reactions to ketones, imines, and alkenes. Unlike simple alcohols, which establish equilibrium in the reduction of ketones, 1, 4-butanediol acts essentially irreversibly owing to the formation of butyrolactone, which acts as a thermodynamic sink. It is therefore not necessary to use 1, 4- butanediol in great excess in order to achieve reduction reactions. In addition, allylic alcohols are reduced to saturated alcohols through an isomerization/ reduction sequence using a ruthenium catalyst with 1, 4-butanediol as the reducing agent. Imines and alkenes are also reduced under similar conditions.

Lewis base-promoted hydrosilylation of cyclic malonates: Synthesis of β-substituted aldehydes and γ-substituted amines

The Lewis base-promoted hydrosilylation of cyclic malonates provides a convenient synthesis of β-substituted aldehydes. No over-reduction to the primary alcohol is observed as the aldehyde functionality is protected until a subsequent hydrolysis step. The

A new method for generation of non-stabilized α-amino-substituted carbanions by the reaction of magnesium carbenoids with N-lithio arylamines: their reactivity and a new synthesis of α-amino acid derivatives

Magnesium carbenoids were generated from aryl 1-chloroalkyl sulfoxides with i-PrMgCl in THF at low temperature in quantitative yields. The magnesium carbenoids were found to be reactive with N-lithio alkylamines to afford an olefin, which was derived from dimerization of the magnesium carbenoid, in moderate yield. On the other hand, reaction of the magnesium carbenoids with N-substituted N-lithio arylamines gave non-stabilized α-amino-substituted carbanions in good yields. Reactivity of the α-amino-substituted carbanions with some electrophiles was investigated and it was found that ethyl chloroformate reacted to give α-amino acid derivatives in good yields. As a whole, a new method for one-pot, three-component combined synthesis of α-amino acid derivatives from aryl 1-chloroalkyl sulfoxides was realized.

An improved protocol for the selective hydroaminomethylation of arylethylenes

The hydroaminomethylation of arylethylenes with anilines proceeds under mild conditions in the presence of [Rh(cod)2BF4] and dppf as catalyst system to give the corresponding branched amphetamine derivatives in good selectivity and y