- Amination of aliphatic alcohols catalyzed by CuO-NiO/γ-Al 2O3
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The amination of aliphatic alcohols in the gas-solid phase was investigated in a fixed-bed reactor in the presence of CuO-NiO/γ-Al2O 3 as the catalyst. This catalytic system was successfully applied for both the N-methylation of aliphatic amines and N-alkylation of piperidine with primary or secondary alcohols. N-Alkylation of piperidine with low-carbon alcohols resulted in high conversions and selectivities, and the conversion of piperidine and the selectivities toward the desired products declined gradually with the increase of the carbon number of aliphatic alcohols. The influence of varied conditions on the N-cyclohexylation of piperidine was also evaluated, including liquid hourly space velocity (LHSV), temperature and the catalyst; especially the catalyst had the greatest impact. Finally, the test of the catalyst's stability was performed.
- Huang, Jia-Min,Qian, Chao,Feng, Lie,Chen, Yun-Bin,Chen, Xin-Zhi
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- A novel aminomethylation reaction of gaseous alkanes with tert-methylamine N-oxides via C-H bond activation by copper(II) salts
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The Cu(OAc)2/CF3COOH (TFA) system catalyzes the aminomethylation of gaseous alkanes such as propane and ethane with trimethylamine N-oxide to give N,N-dimethylisobutylamine (1) and N,N-dimethylpropylamine (7), respectively.The corresponding trifluoroacetates are also formed as by-products from the reactions of methane and propane. Keywords: Copper acetate; Aminomethylation; Amine N-oxide; C-H bond activation; C-C bond formation; Alkane
- Taniguchi, Yuki,Horie, Shiro,Takaki, Ken,Fujiwara, Yuzo
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- Aminomethylation of organic halides promoted by zinc in protic medium
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Organic halides undergo smooth aminomethylation by secondary amines and aqueous formaldehyde promoted by metallic zinc under copper(I) catalysis. Good to excellent yields are obtained with primary, secondary, and tertiary iodides, allylic, propargylic, and benzylic bromides and with α-bromoesters. In most cases, DMSO is the best solvent, but dioxane is preferable for some more reactive halides. Additional experiments with radical quenchers and promoters and the use of 'radical clocks' indicate a stepwise reaction mechanism initiated by the attack of an alkyl radical to iminium ion.
- Estevam, Idália H. S.,Da Silva, Margarete F.,Bieber, Lothar W.
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- Towards the Development of Frustrated Lewis Pair (FLP) Catalyzed Hydrogenations of Tertiary and Secondary Carboxylic Amides
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The development of the frustrated Lewis pair catalyzed hydrogenation of tertiary and secondary amides is reviewed. Detailed insight into our strategies in order to overcome challenges during the reaction development process is provided. Furthermore, the d
- K?ring, Laura,Paradies, Jan,Sitte, Nikolai A.
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supporting information
p. 1287 - 1300
(2022/01/20)
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- Colloid and nanosized catalysts in organic synthesis: IX hydrogenation of enamines with hydrogen at atmospheric pressure
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Hydrogenation of enamines with hydrogen at atmospheric pressure was performed using nickel nanoparticles as a catalyst. The reaction may be used to produce tertiary amines under mild conditions using an accessible catalyst.
- Mokhov,Popov,Nebykov
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p. 2073 - 2075
(2015/02/02)
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- Catalytic hydrogenation of amides to amines under mild conditions
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Under (not so much) pressure: A general method for the hydrogenation of tertiary and secondary amides to amines with excellent selectivity using a bimetallic Pd-Re catalyst has been developed. The reaction proceeds under low pressure and comparatively low temperature. This method provides organic chemists with a simple and reliable tool for the synthesis of amines. Copyright
- Stein, Mario,Breit, Bernhard
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supporting information
p. 2231 - 2234
(2013/03/28)
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- An efficient metal-free reduction using diphenylsilane with (tris-perfluorophenyl)borane as catalyst
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An efficient metal-free reduction of various C{double bond, long}X (X = O, N, C) bonds into their corresponding amines or hydrocarbons using the Ph2SiH2/B(C6F5)3 catalytic system is demonstrated. This protocol reduces enamines, enol esters, carbonyls, amides, and isocyanates.
- Tan, MeiXuan,Zhang, Yugen
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supporting information; experimental part
p. 4912 - 4915
(2009/12/01)
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- Preparation of amines by the reduction of imines with phosphorous acid
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This invention relates to the preparation of amines by the reduction of imines with phosphorous acid, preferably under basic conditions.
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