21255-16-3Relevant academic research and scientific papers
Rhodium-Catalyzed Dehydrogenative Annulation of N-Arylmethanimines with Vinylene Carbonate for Synthesizing Quinolines
Hu, Yan,Nan, Jiang,Yin, Jiacheng,Huang, Guanjie,Ren, Xin,Ma, Yangmin
supporting information, p. 8527 - 8532 (2021/11/13)
Here we report a novel Rh-catalyzed C-H/C-H alkenylation of N-arylmethanimines with vinylene carbonate acting as a vinylene unit. Forty examples of C3,C4-nonsubstituted quinolines were achieved from commercially available starting materials. This identified process features an exceedingly simple system, a lower loading of catalyst, and the capacity for postfunctionalization with bioactive molecules.
Design and stereoselective synthesis of novel β-lactone and β-lactams as potent anticancer agents on breast cancer cells
Rashidi, Mahnoosh,Islami, Mohammad Reza,Esmaeili-Mahani, Saeed
, p. 835 - 841 (2018/01/22)
To produce a novel class of anticancer compounds, an efficient method for synthesizing novel β-lactone and β-lactam frameworks was developed based on the reaction of a new ketene with C=O and C=N bonds. Functionalized 2-azetidinones were efficiently synthesized by employing 2,4-dichlorophenoxylketene, which was generated in situ. The reaction of the ketene with aldehydes was not successful and in all cases except for 4-nitrobenzaldehyde, a rearranged dimer of the ketene was obtained as a lactone. Anticancer cellular activity of all new β-lactams and lactones on breast cancer cells was studied. All new synthesized compounds exhibited potential anticancer activity which may guarantee their future application in moderate chemotherapy.
Method for preparing imine compound from alcohol and amine through catalytic oxidation
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Paragraph 0051, (2017/08/31)
The invention discloses a method for preparing an imine compound from alcohol and amine through catalytic oxidation. According to the method, an alcohol compound and an amine compound are used as reaction substrates, and a feeding mol ratio of the alcohol compound to the amine compound is 100: 100-60; 9-azabicyclo[3.3.1]nonane N-oxyl free radical is used as a catalyst, potassium hydroxide is used as an auxiliary agent, and a feeding mol ratio of the amine compound to the 9-azabicyclo[3.3.1]nonane N-oxyl free radical to potassium hydroxide is 100: 1-6: 10-50; air is used as an oxidizing agent, the reaction substrates are added into an organic solvent, and the mass of the used organic solvent is 2.5 to 5 times of the reaction substrate the amine compound; and a reaction is carried out at normal pressure at a temperature of 70 to 110 DEG C for 2 to 12 h, and aftertreatment is carried out after completion of the reaction so as to obtain the imine compound. The method provided by the invention is simple and safe to operate, reduces environmental cost due to usage of clean oxygen as the oxidizing agent and prevents the problem of transition-metal pollution by discarding usage of any transition-metal catalyst.
An efficient method for the synthesis of indolo[3,2-c]quinoline derivatives catalyzed by iodine
Zhou, Yujing,Zhang, Meimei,Yin, Mingyue,Wang, Xiangshan
, p. 237 - 242 (2013/08/24)
The reaction of Schiff base and indole catalyzed by iodine in DMA, subsequently treated with DDQ, gave indolo[3,2-c]quinoline derivatives in good yields. The structure of 3e was confirmed by X-ray diffraction analysis. The reaction of Schiff base and indo
A stereoselective Povarov reaction leading to exo-tetrahydroindolo[3,2-c] quinoline derivatives catalyzed by iodine
Wang, Xiang-Shan,Yin, Ming-Yue,Wang, Wei,Tu, Shu-Jiang
experimental part, p. 4811 - 4818 (2012/09/22)
We report an iodine-catalyzed Povarov reaction using indole as dienophile carried out in toluene at room temperature. This three-component reaction, coupling an aldehyde, an amine, and an indole, proved to be an efficient method for synthesizing exo-indol
Condensation of N-monosubstituted 2-naphthylamines, formaldehyde, and cyclic β-diketones. One-pot synthesis of 2,4-disubstituted derivatives of 1,2,3,4-tetrahydrobenzo[f]quinoline
Kadutskii,Kozlov
experimental part, p. 1327 - 1331 (2011/01/04)
Various spirocyclic derivatives of 1,2,3,4-tetrahydrobenzo[f]quinoline containing substituents in the positions 2 and 4 of the ring were obtained by one-pot multicomponent condensation of available N-benzyl-2-naphthylamines, formaldehyde, and cyclic β-dik
A study of anti-inflammatory activity of some novel α-amino naphthalene and β-amino naphthalene derivatives
Sharma, Shalabh,Singh, Tripti,Mittal, Rajan,Saxena,Srivastava, Virendra Kishore,Kumar, Ashok
, p. 145 - 152 (2007/10/03)
In the present study, some naphthalene derivatives have been synthesized by incorporating azetidinyl and thiazolidinyl moieties at its α- or β-positions such as a-(3-chloro-2-oxo-4-substitute-d)aryl-1-azetidinyl) naphthalenes 6-10, α-((substituted)aryl-4-
Synthesis of ethyl 2-hydroxy-3-[aryl(2-naphthylamino)methyl]-2-cyclopentenecarboxylates and ethyl 3-arylmethylene-2-(2-naphthylamino)-1-cyclopentenecarboxylates
Kozlov,Yakubovich
, p. 59 - 62 (2007/10/03)
Condensation of N-arylmethylene-2-naphthylamines with ethyl 2-oxocycopentanecarboxylate in the presence of HCl or CH3COOH yields ethyl 2-hydroxy-3-[aryl(2-naphthylamino)methyl]-2-cyclopentene-carboxylates and ethyl 3-arylmethylene-2-(2-naphthyl
Synthesis of 5-aryl-1,2,3,4-tetrahydrobenzo[a]phenanthridines
Kozlov,Basalaeva
, p. 250 - 256 (2007/10/03)
Previously unknown derivatives of tetrahydro[a]phenanthridine containing annelated benzoquinoline and cyclohexene nuclei were prepared by condensation of azomethines of the 2-naphthylamine series with cyclohexanone. The possibility of synthesis of such compounds without preliminarily preparing Schiff bases was demonstrated. The effect of substituents in the aromatic ring of the azomethine on the yield of the target products was elucidated. The IR, UV, 1H NMR, and mass spectra of the synthesized compounds were discussed.
Reaction of β-Arylidennaphthylamines with 4-Hydroxycoumarin. A Correction in Structural Assignment of the Product. III.
Martinez, Roberto,Cortes, Eduardo,Toscano, Ruben A.,Alfaro, L. Josue
, p. 1273 - 1276 (2007/10/02)
The reaction of 4-hydroxycoumarin with β-arylidennaphthylamines constitutes a convenient synthetic route to the hitherto unknown 2H-benzobenzopyranoquinolin-2-one, VI.The X-ray crystallography data conform with the present benzopyranoq
