3290-24-2Relevant articles and documents
Efficient synthesis of tetrahydroquinolines from the reaction of aldehyde, aniline, and alkene under the in situ redox of SnCl2 and FeCl 3
Guo, Qiaoxia,Teng, Weiling,Ren, Shenyong,Rao, Shasha,Wang, Yanqing,Chen, Liwei,Shen, Baojian,Takahashi, Tamotsu
, p. 1100 - 1105 (2014)
A highly efficient three-component Povarov reaction for the synthesis of tetrahydroquinoline derivatives was reported. The reaction of aldehyde, aniline, and alkene was carried out in the presence of Sn(IV), which was generated in situ from the redox reaction of SnCl2 and FeCl3, to afford tetrahydroquinoline derivatives in good to excellent yields. This discovery showed a sharp difference from the direct use of unstable SnCl4. Both aliphatic and aromatic aldehydes could be applied for the synthesis of the heterocycle in the reaction. The structure of the product 6-chloro-4-methyl-4- neopentyl-2-propyltetrahydroquinoline and 6-bromo-4-methyl-4-neopentyl-2- propyltetrahydroquinoline was confirmed by X-ray diffraction analysis.
Multifunctional catalysis of heteropoly acid: One-pot synthesis of quinolines from nitroarene and various aldehydes in the presence of hydrazine
Hekmatshoar, Rahim,Sajadi, Sodeh,Sadjadi, Samaheh,Heravi, Majid M.,Beheshtiha, Yahya S.,Bamoharram, Fatemeh F.
, p. 1195 - 1198 (2008)
12-Molybdophosphoric acid catalyzed transfer hydrogenation of nitroarene by hydrazine in a homogeneous phase. This catalytic system was applicable to one-pot quinolines synthesis in the presence of various aldehydes in water. This method provides a new and efficient protocol in terms of mild reaction conditions, clean reaction profiles, small quantity of catalyst, and simple work-up procedure.
On the mechanism of the chemiluminescent condensation of aniline with butyraldehyde catalyzed by LnCl3 ? 6H2O
Bulgakov,Kuleshov,Makhmutov,Dzhemilev
, p. 534 - 541 (2010)
The mechanism of the chemiluminescent condensation of aniline with butyraldehyde into 3-ethyl-2-propylquinoline catalyzed by LnCl3 ? 6H2O (Ln = Tb, Ho) is reported. A likely scheme of the catalytic condensation of aniline with butyraldehyde has been developed by simulation of separate steps of the reaction using chemiluminescence and photoluminescence methods and quantum-chemical calculations of the heats of these steps.
Method for preparing quinoline compound through oxidation and reduction integration (by machine translation)
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Paragraph 0047-0048, (2020/02/17)
The method takes the aromatic nitro compound and the fatty alcohol as. the raw material and uses the aromatic nitro compound and the fatty, alcohol as the catalyst to, react under an inert atmosphere or under the, 150-200 °C atmosphere containing oxygen 2-12h, at the atmosphere, of oxygen containing, oxygen, to obtain the substituted, quinoline compound, and. the synthesis method can have important application in the aspect of quinoline compound. synthesis. (by machine translation)
Mesoporous Aluminosilicates in the Synthesis of N-Heterocyclic Compounds
Agliullin, M. R.,Bikbaeva, V. R.,Bubennov, S. V.,Filippova, N. A.,Gataulin, A. R.,Grigor’eva, N. G.,Kostyleva, S. A.,Kutepov, B. I.,Narender, Nama
, p. 733 - 743 (2020/02/25)
Abstract: The catalytic properties of samples of amorphous mesoporous aluminosilicate ASM with different Si/Al molar ratios (40, 80, 160) were studied in the synthesis of practically important pyridines (by the interaction of С2–С5 alcohols with formaldehyde and ammonia, cyclocondensation of acetaldehyde and propionic aldehyde with ammonia), dialkylquinolines and alkyltetrahydroquinolines (by reaction of aniline with C3, C4 aldehydes) and alkyldihydroquinolines (by interaction of aniline with ketones, acetone and acetophenone). It is found that mesoporous aluminosilicate ASM sample with a molar ratio of Si/Al = 40, which has the highest acidity among the studied samples, exhibits the highest activity and selectivity in these reactions.
