3731-51-9Relevant articles and documents
Method for preparing amine through catalytic reduction of nitro compound by cyclic (alkyl) (amino) carbene chromium complex
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Paragraph 0015, (2021/04/17)
The cyclic (alkyl) (amino) carbene chromium complex is prepared from corresponding ligand salt, alkali and CrCl3 and used for catalyzing pinacol borane to reduce nitro compounds in an ether solvent under mild conditions to generate corresponding amine. The method for preparing amine has the advantages of cheap and accessible raw materials, mild reaction conditions, wide substrate application range, high selectivity and the like, and is simple to operate.
Direct Conversion of Hydrazones to Amines using Transaminases
Carter, Eve M.,Hailes, Helen C.,Sheppard, Tom D.,Subrizi, Fabiana,Ward, John M.
, p. 4520 - 4523 (2021/09/20)
Transaminase enzymes (TAms) have been widely used for the amination of aldehydes and ketones, often resulting in optically pure products. In this work, transaminases were directly reacted with hydrazones in a novel approach to form amine products. Several substrates were investigated, including those with furan and phenyl moieties. It was determined that the amine yields increased when an additional electrophile was added to the reaction mixture, suggesting that they can sequester the hydrazine released in the reaction. Pyridoxal 5’-phosphate (PLP), a cofactor for transaminases, and polyethylene glycol (PEG)-aldehydes were both found to increase the yield of amine formed. Notably, the amination of (S)-(?)-1-amino-2-(methoxymethyl)pyrrolidine (SAMP) hydrazones gave promising results as a method to form chiral β-substituted amines in good yield.
Organogermanium(II) Hydrides as a Source of Highly Soluble LiH
Deraet, Xavier,Dostál, Libor,Jambor, Roman,R??i?ka, Ale?,Tremmel, Jakub,Turek, Jan,Tydlitát, Ji?í
supporting information, (2020/05/08)
The reactions of monomeric C,N-chelated organogermanium(II) hydride L(H)Ge?BH3 with organolithium salts RLi yielded lithium hydrogermanatoborates (Li(THF)2{BH3[L(H)GeR]})2. Compound (Li(THF)2{BH3[L(H)GePh]})2 was used as a source of LiH for the reduction of organic C=O or C=N bonds in nonpolar solvents accompanied by the elimination of a neutral complex L(Ph)Ge?BH3. The interaction of (Li(THF)2{BH3[L(H)GePh]})2 with the polar C=O bond was further investigated by computational studies revealing a plausible geometry of a pre-reactive intermediate. The experimental and theoretical studies suggest that, although the Li atom of (Li(THF)2{BH3[L(H)GePh]})2 coordinates the C=O bond, the GeH fragment is the active species in the reduction reaction. Finally, benzaldehyde was reduced by a mixture of L(H)Ge?BH3 with PhLi in nonpolar solvents.
Half-sandwiched ruthenium complex containing carborane schiff base ligand and preparation and application thereof
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Paragraph 0067-0071, (2020/12/09)
The invention relates to a half-sandwiched ruthenium complex containing a carborane schiff base ligand and a preparation and an application thereof. The preparation method specifically comprises the following steps; i) dissolving o-carborane formaldehyde and aromatic amine in an organic solvent, carrying out reaction at 60-100 DEG C for 8-12h, cooling to room temperature after the reaction; ii) adding n-butyllithium, carrying out reaction at room temperature for 1.5-2.5h; ii) adding phellandrene ruthenium chloride dimer, carrying out reaction at room temperature for 3-6h, and obtaining the half-sandwiched ruthenium complex through separation. The half-sandwiched ruthenium complex is applied to catalyze transfer hydrogenation reaction of nitrile compounds. Compared with the prior art, the complex of the present invention is not sensitive to air and water, has stable properties, and shows high-efficiency catalytic activity in catalyzing the transfer hydrogenation reaction of nitrile compounds. The preparation method of the complex is simple and green, high in yield, mild in reaction conditions and good in universality.
A State-of-the-Art Heterogeneous Catalyst for Efficient and General Nitrile Hydrogenation
Formenti, Dario,Mocci, Rita,Atia, Hanan,Dastgir, Sarim,Anwar, Muhammad,Bachmann, Stephan,Scalone, Michelangelo,Junge, Kathrin,Beller, Matthias
supporting information, p. 15589 - 15595 (2020/10/02)
Cobalt-doped hybrid materials consisting of metal oxides and carbon derived from chitin were prepared, characterized and tested for industrially relevant nitrile hydrogenations. The optimal catalyst supported onto MgO showed, after pyrolysis at 700 °C, magnesium oxide nanocubes decorated with carbon-enveloped Co nanoparticles. This special structure allows for the selective hydrogenation of diverse and demanding nitriles to the corresponding primary amines under mild conditions (e.g. 70 °C, 20 bar H2). The advantage of this novel catalytic material is showcased for industrially important substrates, including adipodinitrile, picolinonitrile, and fatty acid nitriles. Notably, the developed system outperformed all other tested commercial catalysts, for example, Raney Nickel and even noble-metal-based systems in these transformations.
Metal-free nitrogen -doped carbon nanosheets: A catalyst for the direct synthesis of imines under mild conditions
Wang, Kaizhi,Jiang, Pengbo,Yang, Ming,Ma, Ping,Qin, Jiaheng,Huang, Xiaokang,Ma, Lei,Li, Rong
, p. 2448 - 2461 (2019/05/17)
Herein, a highly stable, porous, multifunctional and metal-free catalyst was developed, which exhibited significant catalytic performance in the oxidation of amines and transfer hydrogenation of nitriles under mild conditions; this could be attributed to the presence of numerous active sites and their outstanding BET surface area. The obtained results showed that most of the yields of imines exceeded 90%, and the cycling performance of the catalyst could be at least seven runs without any decay in the reaction activity, which could be comparable to those of metal catalysts. Subsequently, a kinetic study has demonstrated that the apparent activation energy for the direct synthesis of imines from amines is 67.39 kJ mol-1, which has been performed to testify that the catalytic performances are rational. Via catalyst characterizations and experimental data, graphitic-N has been proven to be the active site of the catalyst. Hence, this study is beneficial to comprehend the mechanism of action of a metal-free N-doped carbon catalyst in the formation of imines.
Method for synthesizing methylaminopyridine compound by one-step method
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Paragraph 0023-0026, (2020/01/04)
The invention discloses a method for synthesizing a methylaminopyridine compound by a one-step method. The method comprises the following steps: with cyanopyridine as a raw material, methanol as a reaction solvent and a palladium-carbon catalyst as a catalyst, performing nitrogen replacement, and carrying out a reaction for 4-10 hours in an ammonia atmosphere under the conditions that the hydrogenpressure is 0.5-2.0 MPa and the temperature is 15-30 DEG C; cooling the reaction product to room temperature, filtering the reaction product, recovering filter residues for later use, and performingreduced pressure distillation on the filtrate, thereby obtaining the product methylaminopyridine compound. The method provided by the invention has the advantages of mild reaction conditions, simple steps, convenient product separation and purification, few side reactions, high yield and the like, the purity of the final product is higher than 99.9%, and the catalyst filtered and recovered after the reaction and the distilled reaction solvent can be recycled, so that the problems of low yield, high cost and the like in the prior art are solved.
Cyclopentadienyl-Ru(II)-Pyridylamine Complexes: Synthesis, X-ray Structure, and Application in Catalytic Transformation of Bio-Derived Furans to Levulinic Acid and Diketones in Water
Dwivedi, Ambikesh D.,Sahu, Vinod K.,Mobin, Shaikh M.,Singh, Sanjay K.
supporting information, p. 4777 - 4787 (2018/04/25)
A series of cationic half-sandwich cyclopentadienyl-ruthenium(II)-pyridylamine complexes, [(η5-C5H5)Ru(κ2-L)(PPh3)]+ (L = Namine-substituted pyridylamine ligands) ([Ru]-1-[Ru]-6), along with the analogous cyclopentadienyl-ruthenium(II)-N-isopropylpyridylimine complex [(η5-C5H5)Ru(κ2-L)(PPh3)]+ (L = N-isopropylpyridylimine) ([Ru]-7), have been synthesized in good yields. Structural identities of all the complexes have been authenticated by 1H, 13C, and 31P NMR, mass spectrometry, and X-ray crystallography. The synthesized complexes exhibited high catalytic activity for the transformation of the bio-derived furans, 2-furfural (furfural), 5-methyl-2-furfural (5-MF), and 5-hydroxymethyl-2-furfural (5-HMF) to levulinic acid (LA) and the diketones, 3-hydroxyhexane-2,5-dione (3-HHD), 1-hydroxyhexane-2,5-dione (1-HHD), and hexane-2,5-dione (HD) in water. Efficient transformation of furfural to LA over a range of η5-Cp-Ru-pyridylamine complexes is substantially affected by the Namine-substituents, where a η5-Cp-Ru-N-propylpyridylamine complex ([Ru]-2) exhibited higher catalytic activity in comparison to other η5-Cp-Ru-pyridylamine and η5-Cp-Ru-pyridylimine complexes. The relative catalytic activity of the studied complexes demonstrated a substantial structure-activity relationship which is governed by the basicity of Namine, steric hindrance at Namine, and the hemilabile nature of the coordinated pyridylamine ligands.
Direct Catalytic Hydrogenation of Simple Amides: A Highly Efficient Approach from Amides to Amines and Alcohols
Shi, Liyang,Tan, Xuefeng,Long, Jiao,Xiong, Xiong,Yang, Song,Xue, Peng,Lv, Hui,Zhang, Xumu
supporting information, p. 546 - 548 (2017/01/18)
A highly chemoselective and reactive direct catalytic reduction of various amides to amines and alcohols was developed by using a tetradentate ruthenium complex. The catalytic system showed excellent activity (turnover numbers up to 19 600) and great functional group tolerance under mild reaction conditions, compared to several bidentate and tridentate ruthenium-catalyzed systems.
HIV INTEGRASE INHIBITORS
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, (2015/09/22)
The present invention features compounds that are HIV integrase inhibitors and therefore are useful in the inhibition of HIV replication, the prevention and/or treatment of infection by HIV, and in the treatment of AIDS and/or ARC.
