869949-03-1

Upstream product

• 43160-33-4 N-(4-isopropyl-benzylidene)-p-toluidine 
• 106-49-0 p-toluidine 
• 536-60-7 cuminol 
• 99-99-0 1-methyl-4-nitrobenzene 
• 122-03-2 (4-isopropylbenzaldehyde) 

Relevant academic research and scientific papers

Ruthenium(II)-(Arene)-N-Heterocyclic Carbene Complexes: Efficient and Selective Catalysts for the N-Alkylation of Aromatic Amines with Alcohols

A series of unsymmetrical 1,3-disubstituted benzimidazolium chlorides were synthesized as N-heterocyclic carbene (NHC) precursors. These compounds were used for synthesis of the new ruthenium(II) complexes of the type [RuCl2(arene)(NHC)], (arene = η6-p-cymene). The structures of all compounds were characterized by 1H NMR, 13C NMR and FT-IR spectroscopy techniques. The catalytic activity of the ruthenium complexes has been evaluated with respect to the mono-N-alkylation reactions of aromatic amines with various alcohol derivatives under solvent-free conditions at 120 °C using the borrowing hydrogen strategy.

Half-sandwich ruthenium-carbene catalysts: Synthesis, characterization, and catalytic application in the N-alkylation of amines with alcohols

In this study, the synthesis and characterization of new half-sandwich ruthenium complexes containing oxygen functionalised N-aryl and N-alkyl benzimidazol-2-ylidene ligands have been reported. All ruthenium complexes were tested as catalysts for a wide range of substrates in the N-alkylation of secondary cyclic amines such as pyrrolidine and piperidine, and 4-methylaniline which was a primary aromatic amine with alcohols by hydrogen-borrowing process. The catalytic reactions were performed with 1 mol% catalyst loading at 120 °C, 16 h under solvent-free conditions. All ruthenium complexes showed excellent catalytic activity, and N-alkylated products were obtained selectively.

Simple electrochemical reduction of nitrones to amines

The use of electricity allows the reduction of nitrones containing aromatic and heteroaromatic rings to the corresponding amines. The main advantage of this protocol relies on the fact that only electrons are needed, avoiding the use of different chemical

Benzimidazolium sulfonate ligand precursors and application in ruthenium-catalyzed aromatic amine alkylation with alcohols

New benzimidazolium sulfonate salts have been prepared and fully characterized. They have been associated in situ with [RuCl2(p-cymene)]2 to generate efficient catalytic systems operating at 120 °C under neat conditions in the presence of potassium tert-butylate for selective N-alkylation of primary aromatic amines into secondary amines.

Development of a general non-noble metal catalyst for the benign amination of alcohols with amines and ammonia

The N-alkylation of amines or ammonia with alcohols is a valuable route for the synthesis of N-alkyl amines. However, as a potentially clean and economic choice for N-alkyl amine synthesis, non-noble metal catalysts with high activity and good selectivity are rarely reported. Normally, they are severely limited due to low activity and poor generality. Herein, a simple NiCuFeOx catalyst was designed and prepared for the N-alkylation of ammonia or amines with alcohol or primary amines. N-alkyl amines with various structures were successfully synthesized in moderate to excellent yields in the absence of organic ligands and bases. Typically, primary amines could be efficiently transformed into secondary amines and N-heterocyclic compounds, and secondary amines could be N-alkylated to synthesize tertiary amines. Note that primary and secondary amines could be produced through a one-pot reaction of ammonia and alcohols. In addition to excellent catalytic performance, the catalyst itself possesses outstanding superiority, that is, it is air and moisture stable. Moreover, the magnetic property of this catalyst makes it easily separable from the reaction mixture and it could be recovered and reused for several runs without obvious deactivation. Copyright

Reductive N-alkylation of nitro compounds to N -Alkyl and N, N -dialkyl amines with glycerol as the hydrogen source

As the sustainable and promising hydrogen source, here, glycerol was directly used as the hydrogen source for the reductive amination of alcohol using nitrobenzene as the starting material. The amination of alcohols, especially aliphatic alcohols with different structures, was realized, and mono- or disubstituted amines were synthesized with excellent yields. The reaction mechanism was also explored.

Au/Ag-Mo nano-rods catalyzed reductive coupling of nitrobenzenes and alcohols using glycerol as the hydrogen source

A highly efficient Au/Ag-Mo nano-rods catalyst was prepared for the one-pot synthesis of imine and amine using equal molar ratio of nitrobenzene and alcohol as starting materials, and bio-based glycerol as the hydrogen source. The reaction mechanism of the nitrobenzene reduction, amine and aldehyde coupling, and imine reduction was explored.

Ruthenium-catalyzed nitro and nitrile compounds coupling with alcohols: Alternative route for N-substituted amine synthesis

The one-pot synthesis of N-substituted secondary amines from nitrobenzenes and benzonitriles has been developed (see scheme). This report presents a versatile and simple method for the synthesis of N-substituted amines in excellent yield and high efficiency from nitro and nitrile compounds with alcohols.