90786-20-2

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• 100-01-6 4-nitro-aniline 
• 98-86-2 acetophenone 
• 1516-60-5 4-nitrophenyl azide 
• 100-41-4 ethylbenzene 
• 100-42-5 styrene 
• 56075-35-5 4-nitro-N-(1-phenylethylidene)benzenamine 
• 536-74-3 phenylacetylene 
• 116140-58-0 1,3-diphenyl-2-(1-phenyl-ethyl)-propane-1,3-dione 
• 1517-69-7 (R)-1-phenylethanol 
• 98-85-1 1-Phenylethanol 
• 4316-35-2 acetophenone dimethyl acetal 

Relevant academic research and scientific papers

METHOD FOR PREPARING BENZYL AMINE COMPOUND

Disclosed is a method for preparing a benzyl amine compound, i.e., synthesizing a benzyl amine compound by means of an oxidation reaction between a methylbenzene/ethylbenzene compound and arylamine by using an ionic iron (III) complex containing 1,3-di-tert-butylimidazolium cation and having a molecular formula of [(RNCHCHNR)CH][FeBr4] (R being tert-butyl) and di-t-butyl peroxide as an oxidant. The present invention is not only applicable to a methylbenzene compound containing a benzylic primary carbon-hydrogen bond but also applicable to an ethylbenzene compound containing a benzylic secondary carbon-hydrogen bond, and therefore is widely applicable. This is the first case where the preparation of a benzyl amine compound by means of an oxidation reaction between a methylbenzene/ethylbenzene compound and arylamine is implemented by an iron catalyst.

Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines

A new synthetic method toward direct C-N bond formation through saturated C-H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed. Both aminopyridines and anilines could react smoothly with primary and secondary benzylic C-H substrates or cyclohexane to form the corresponding aromatic secondary amines in moderate to good yields. This protocol has the advantages of wide functional group tolerance and use of readily available raw materials.

Method of preparing benzylamine compound

The invention discloses a method of preparing a benzylamine compound. The method comprises the following steps of by taking 1,3-di-tert-butylimidazolin cation contained ionic iron (III) complex with amolecular formula being [(RNCHCHNR)CH][FeBr4] (wherein R is a tertiary butyl group) as a catalyst and di-tert-butyl peroxide as an oxidizing agent, and performing oxidizing reaction on a methylbenzene/ethylbenzene compound and arylamine to synthesize the benzylamine compound. The method is wide in application range, is suitable for a methylbenzene compound containing benzyl-position primary carbon-hydrogen bonds and also suitable for an ethylbenzene compound containing benzyl-position secondary carbon-hydrogen bonds. The method is a first case that preparation of the benzylamine compound through oxidizing reaction of the methylbenzene/ethylbenzene compound and the arylamine is realized with an iron catalyst.

Ligand-free Iron(II)-Catalyzed N-Alkylation of Hindered Secondary Arylamines with Non-activated Secondary and Primary Alcohols via a Carbocationic Pathway

Secondary benzylic alcohols represent a challenging class of substrates for N-alkylation of amines. Herein, we describe an iron(II)-catalyzed eco-friendly protocol for N-alkylation of secondary arylamines with secondary benzyl alcohols through a carbocationic pathway instead of the known borrowing hydrogen transfer (BHT) approach. Transiently generated carbocations, produced from alcohols via self-condensation, were coupled with arylamines to provide highly functionalized amine products. The scope of this methodology involves N-alkylation of primary, secondary and heterocyclic amines with primary/secondary benzylic, allylic and heterocyclic alcohols, which are common key structures in numerous pharmaceuticals drugs. The method can also be easily adopted for the amination of various natural products. (Figure presented.).

Hofmann N-alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO2 as a catalyst through Box–Behnken experimental design

An efficient method for the N-alkylation of poorly nucleophilic amines using ferric perchlorate immobilized on SiO2 as a catalyst is described. Fe(ClO4)3 was prepared from mixing iron(III) hydroxide and perchloric acid and adsorbed on silica gel. The catalyst was characterized using various techniques. The supported ferric perchlorate (Fe(ClO4)3/SiO2) revealed high efficiency and selectivity for N-alkylation of aromatic amines with alcohols to provide alkylated amines. Various secondary amines were synthesized from primary amines and alcohols in good to excellent yields, with water as the only by-product. The optimization of the reaction conditions was investigated using the response surface method, and involving the Box–Behnken design matrix. The conditions for optimal reaction yield and time were: amount of catalyst?=?0.34?mmol, temperature?=?60°C and molar ratio of amine to alcohol?=?1.2. The catalyst was recovered and reused for five cycles without a considerable decrease in catalytic activity. The stability of the recycled catalyst was investigated. The proposed method has numerous advantages including procedure simplicity, short reaction times, low cost, good to excellent yields, reusability of the catalyst and mild and environmentally benign conditions.

Highly Stable Mesoporous Zirconium Porphyrinic Frameworks with Distinct Flexibility

The construction of highly stable metal-porphyrinic frameworks (MPFs) is appealing as these materials offer great opportunities for applications in artificial light-harvesting systems, gas storage, heterogeneous catalysis, etc. Herein, we report the synthesis of a novel mesoporous metal-porphyrinic framework (denoted as NUPF-1) and its catalytic properties. NUPF-1 is constructed from a new porphyrin linker and a Zr6O8 structural building unit, possessing an unprecedented doubly interpenetrating scu net. The structure exhibits not only remarkable chemical and thermal stabilities, but also a distinct structural flexibility, which is seldom seen in metal-organic framework (MOF) materials. By the merit of high chemical stability, NUPF-1 could be easily post-metallized with [Ru3(CO)12], and the resulting {NUPF-1-RuCO} is catalytically active as a heterogeneous catalyst for intermolecular C(sp3)-H amination. Excellent yields and good recyclability for amination of small substrates with various organic azides have been achieved.

Functional ion liquid method for catalytic synthesis of amine compounds

The invention discloses a method for synthesizing an amine compound catalyzed by functionalized ionic liquid. According to the method, functionalized ionic liquid is used as a catalyst to catalyze N-alkylation of amine and alcohol to synthesize corresponding compound derivatives. Acid functionalized ionic liquid is used as the catalyst to synthesize a series of compounds of amine. The method has the following advantages: a catalytic system is a metal-free system; the usage amount of the catalyst is small, and the catalyst has high catalytic activity, good stability and low corrosivity; operation is simple, and reaction is mild; post-treatment is easy, and the catalyst can be cyclically used.

Glycoporphyrin Catalysts for Efficient C-H Bond Aminations by Organic Azides

We report herein the synthesis of new glycoporphyrin ligands which bear a glucopyranoside derivative on each meso-aryl moiety of the porphyrin skeleton. The saccharide unit is directly conjugated to the porphyrin or a triazole spacer is placed between the carbohydrate and porphyrin ring. The obtained glycoporphyrin ligands were employed to synthesize cobalt(II), ruthenium(II), and iron(III) complexes which were tested as catalysts of C-H bond aminations by organic azides. Two of the synthesized complexes were very efficient in promoting catalytic reactions, and the results achieved indicated that ruthenium and iron complexes show an interesting complementary catalytic activity in several amination reactions. The eco-friendly iron catalyst displayed very good chemical stability in catalyzing the amination reaction for three consecutive runs without losing catalytic activity. (Chemical Equation Presented).

Metal-free catalytic hydrogenation of imines with recyclable [2.2]paracyclophane-derived frustrated lewis pairs catalysts

A series of [2.2]paracyclophane-derived frustrated Lewis pairs (FLPs) with reversible, metal-free hydrogen activation was synthesized and successfully applied in the hydrogenation of imines in moderate to good yields. The high stability of the novel FLP system enables effective recycling of the metal-free catalysts. This reaction could also be compatible with a larger scale and developed into a pharmaceutical synthesis of cinacalcet {(R)-N-[1-(1-naphthyl) ethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine} without heavy metal residues.

Comparative hydroamination of aniline and substituted anilines with styrene on different zeolites, triflate based catalysts and their physical mixtures

Catalytic performances of different zeolites (Beta and mordenites), scandium triflate based catalysts, mesoporous UVM-7 encapsulated scandium triflate and physical mixtures prepared under ultrasound irradiation were evaluated in the hydroamination of aniline and substituted anilines with styrene. The performances of these catalysts were controlled by the type of acidity and strength. Thus, the conversion was mainly controlled by the strength of the acid sites and their accessibility, while the selectivity appeared to be controlled by the Lewis/Br?nsted type of acidity. Lewis acid catalysts directed the reactions mainly to the formation of the Markovnikov adducts while Br?nsted acid catalysts to anti-Markovnikov. Zeolites and scandium triflate led to results very close to those reported in the literature. Among different physical mixtures those of scandium triflate with the mesoporous scandium triflate embedded in a UVM-7 structure provided better conversions with a good selectivity in the Markovnikov adduct. These results were attributed to a better dispersion of scandium triflate during the preparation of physical mixtures.