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Upstream product

• 113018-68-1 1-methyl-4-(3-phenylpropyl)-1,2,3,6-tetrahydropyridine 
• 50-00-0 formaldehyd 
• 18495-82-4 4-(3-phenylpropyl)piperidine 
• 124-38-9 carbon dioxide 

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• 118972-05-7 1-Methyl-4-(3-phenyl-propyl)-piperidin-2-one 

Relevant academic research and scientific papers

MANGANESE (III) CATALYZED C--H AMINATIONS

Reactions that directly install nitrogen into C—H bonds of complex molecules are significant because of their potential to change the chemical and biological properties of a given compound. Selective intramolecular C—H amination reactions that achieve high levels of reactivity, while maintaining excellent site-selectivity and functional-group tolerance is a challenging problem. Herein is reported a manganese perchlorophthalocyanine catalyst [MnIII(ClPc)] for intermolecular benzylic C—H amination of bioactive molecules and natural products that proceeds with unprecedented levels of reactivity and site-selectivity. In the presence of Br?nsted or Lewis acid, the [MnIII(ClPc)]-catalyzed C—H amination demonstrates unique tolerance for tertiary amine, pyridine and benzimidazole functionalities. Mechanistic studies indicate that C—H amination proceeds through an electrophilic metallonitrene intermediate via a stepwise pathway where C—H cleavage is the rate-determining step of the reaction. Collectively these mechanistic features contrast previous base-metal catalyzed C—H aminations.

Preparation method of N-methylamine compound

The invention discloses a preparation method of a N-methylamine compound. The preparation method comprises the following steps: under an inertia organic solvent or solvent-free condition and under a support-type nano-sized gold catalyst effect, a primary amine compound or a secondary amine compound is subjected to a N-methylation reaction with carbon dioxide and hydrogen to obtain the product. The preparation method takes CO2 as a methyl source, takes hydrogen as a reducing agent, and takes the support-type nano-gold as a catalyst, and has the advantages that process is simple, catalyst activity is high, reaction rate is fast, the catalyst recovery and utilization are convenient, the application scope of a substrate is wide, the production cost is low, the benifit is high, the post-treatment is simple, repeatability is good, safe performance is high, and environmental protection is achieved, and the method is adapted to industrial production.

Iron-catalyzed oxyfunctionalization of aliphatic amines at remote benzylic C-H sites

We report the development of an iron-catalyzed method for the selective oxyfunctionalization of benzylic C(sp3)-H bonds in aliphatic amine substrates. This transformation is selective for benzylic C-H bonds that are remote (i.e., at least three carbons) from the amine functional group. High site selectivity is achieved by in situ protonation of the amine with trifluoroacetic acid, which deactivates more traditionally reactive C-H sites that are α to nitrogen. The scope and synthetic utility of this method are demonstrated via the synthesis and derivatization of a variety of amine-containing, biologically active molecules.

Direct Methylation of Amines with Carbon Dioxide and Molecular Hydrogen using Supported Gold Catalysts

The N-methylation of amines with CO2 and H2 is an important step in the synthesis of bioactive compounds and chemical intermediates. The first heterogeneous Au catalyst is reported for this methylation reaction with good to excellent yields. The average turnover frequency (TOF) based on surface Au atoms is 45 h-1, which is the highest TOF value ever reported for the methylation of aniline with CO2 and H2. Furthermore, the catalyst is tolerant toward a variety of amines, which includes aromatic, aliphatic, secondary, and primary amines. Preliminary mechanistic studies suggest that the N-alkyl formamide might be an intermediate in the N-methylation of amine process. Moreover, through a one-pot process, it is possible to convert primary amines, aldehydes, and CO2 into unsymmetrical tertiary amines with H2 as a reductant in the presence of the Au catalyst.