98012-88-5Relevant academic research and scientific papers
Design and development of bioinspired guanine-based organic catalyst for asymmetric catalysis
Suez, Gal,Bloch, Victoria,Nisnevich, Gennady,Gandelman, Mark
supporting information; experimental part, p. 2118 - 2122 (2012/06/01)
Design, preparation, and studies of a family of new organic catalysts are presented. The design of the catalysts is inspired by the ability of DNA nucleobases to develop precise and explicit hydrogen bonds. We have shown that this phenomenon can be used to create a useful organic catalyst that demonstrates a recognition pattern similar to those of common organic substrates. A selected bifunctional catalyst based on a guanine structure has been shown to catalyze the conjugate addition of 1,3-dicarbonyl compounds to various nitroalkenes, providing the products in good yields and enantioselectivities.
Cooperative thiourea-Bronsted acid organocatalysis: Enantioselective cyanosilylation of aldehydes with TMSCN
Zhang, Zhiguo,Lippert, Katharina M.,Hausmann, Heike,Kotke, Mike,Schreiner, Peter R.
experimental part, p. 9764 - 9776 (2012/01/03)
We report a new thiourea - Bronsted acid cooperative catalytic system for the enantioselective cyanosilylation of aldehydes with yields up to 90% and enantioselectivities up to 88%. The addition of an achiral acid was found to be crucial for high asymmetric induction. Mechanistic investigations using a combination of NMR, ESI-MS, and density functional theory computations (including solvent corrections) at the M06/6-31G(d,p) level of theory suggest that the key catalytic species results from the cooperative interaction of bifunctional thioureas and an achiral acid that form well-defined chiral hydrogen-bonding environments.
Process for producing trifluoromethylbenzylamines
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, (2008/06/13)
The invention relates to a process for producing a trifluotomethylbenzylamine represented by the following general formula (1), 1where each R independently represents a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, an alkyl group having a carbon atom number of 1-4, an alkoxy group having a carbon atom number of 1-4, an amino group, a hydroxyl group or a trifluoromethyl group, and n represents an integer from 0 to 4. The process includes hydrogenating a trifluoromethylbenzonitrile by hydrogen in an organic solvent in the presence of ammonia and a catalyst containing a platinum group element. This trifluoromethylbenzonitrile is represented by the following general formula (2), 2where R and n are defined as above. With this process, it is possible to obtain the trifluoromethylbenzylamine at an extremely high yield.
Process for producing trifluoromethylbenzylamines
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, (2008/06/13)
The invention relates to a process for producing a trifluoromethylbenzylamine represented by the following general formula (1). This process includes hydrogenating a trifliuoromethylbenzonitrile represented by the following general formula (2) by hydrogen in an organic solvent in the presence of ammonia, using a Raney catalyst, where each R independently represents a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, an alkyl group having a carbon atom number of 1-4, an alkoxy group having a carbon atom number of 1-4, an amino group, a hydroxyl group or a trifluoromethyl group, and n represents an integer from 0 to 4, where R and n are defined as above. With this process, it is possible to obtain the trifluoromethylbenzylamine easily and inexpensively at an extremely high yield.
Studies on Aromatic Nitro Compounds. V. A Simple One-Pot Preparation of ο-Aminoaroylnitriles from Some Aromatic Nitro Compounds
Tomioka, Yukihiko,Ohkubo, Kimiko,Yamazaki, Motoyoshi
, p. 1360 - 1366 (2007/10/02)
The reactions of 3-, 5-, 6-, 7- and 8-nitroquinolines, 1- or 2-nitronaphthalene and m-substituted (CF3, COCH3 and COC6H5) nitrobenzenes with ethyll cyanoacetate and potassium hydroxide in dimethylformamide, followed by hydrolysis of the reaction mixture with hydrochloric acid or sodium hydroxide, gave the corresponding ο-aminoaroylnitriles.
