22680-63-3Relevant academic research and scientific papers
Direct arylation for the synthesis of 2-arylquinolines from N-methoxyquinoline-1-ium tetrafluoroborate salts and arylboronic acids
Ren, Xiaoxiao,Han, Shuaijun,Gao, Xianying,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng
, p. 1065 - 1068 (2018/02/19)
A rapid and direct arylation reaction of N-methoxyquinoline-1-ium tetrafluoroborate derivatives and arylboronic acids with high regioselectivety at room temperature was discovered. The reaction shows exceptional functional group tolerance and broad substrate scope regarding both the quinoline derivatives and the arylboronic acids.
Sulfuric acid promoted condensation cyclization of 2-(2-(trimethylsilyl) ethynyl)anilines with arylaldehydes in alcoholic solvents: an efficient one-pot synthesis of 4-alkoxy-2-arylquinolines
Wang, Yong,Peng, Changlan,Liu, Lanying,Zhao, Jiaji,Su, Li,Zhu, Qiang
scheme or table, p. 2261 - 2265 (2009/08/07)
An efficient method for the synthesis of 4-alkoxy-2-arylquinolines has been developed. The reaction proceeds smoothly by heating a mixture of easily accessible 2-(2-(trimethylsilyl) ethynyl)anilines and arylaldehydes in alcoholic solvents in the presence of sulfuric acid.
Divergent pathways in the reaction of fischer carbenes and palladium
Lopez-Alberca, Maria P.,Mancheno, Maria J.,Fernandez, Israel,Gomez-Gallego, Mar,Sierra, Miguel A.,Torres, Rosario
, p. 1757 - 1759 (2008/02/02)
The Pd-catalyzed reaction of β-arylaminochromium(0) carbene complexes produces by transmetalation the first isolated and X-ray structurally characterized bis-Pd(II) carbene complex, as well as other alternative reaction pathways, such as the oxidative addition-transmetalation sequence, not seen before in this chemistry.
A novel one-pot oxidative cyclization of 2′-amino and 2′-hydroxychalcones employing FeCl3·6H2O-methanol. Synthesis of 4-alkoxy-2-aryl-quinolines and flavones
Hemanth Kumar, Kalvi,Perumal, Paramasivan T.
, p. 9531 - 9535 (2008/02/10)
A simple, inexpensive, and efficient oxidative cyclization of 2′-amino and 2′-hydroxychalcones has been carried out by employing FeCl3·6H2O-methanol under mild conditions. This method has been investigated for the synthesis of 2-(1,3-diphenyl-1H-pyrazol-4-yl)-4-methoxyquinolines.
An efficient oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones employing ferric chloride hexahydrate-methanol: Synthesis of naturally occurring 4-alkoxy-2-arylquinolines
Kumar, K. Hemanth,Muralidharan,Perumal
, p. 7903 - 7906 (2007/10/03)
A simple, inexpensive and efficient oxidation of 2-aryl-1,2,3,4-tetrahydro- 4-quinolones has been carried out by employing FeCl3·6H 2O-methanol under mild conditions. This method has been investigated for the synthesis of an endothel
Synthesis of 4-alkoxy-2-phenylquinoline derivatives as potent antiplatelet agents
Ko, Ting-Chia,Hour, Mann-Jen,Lien, Jin-Cherng,Teng, Che-Ming,Lee, Kuo-Hsiung,Kuo, Sheng-Chu,Huang, Li-Jiau
, p. 279 - 282 (2007/10/03)
In our continuing search for novel antiplatelet agents, 4-alkoxy derivatives of 2-phenylquinoline as well as related compounds were prepared. Through biological screening, a preliminary structure-antiplatelet activity relationship was established. Compounds 5-ethyl-4-methoxy-2-phenylquinoline (8), 4-ethoxy-5-ethyl-2-phenylquinoline (9), 4-ethoxycarbonylmethoxy-5-ethyl-2-phenylquinoline (10), 4-ethoxycarbonylbutoxy-5-ethyl-2-phenylquinoline (12) and 5-ethyl-4-(N-ethylcarboxido)methoxy-2-phenylquinoline (17) all demonstrated potent antiplatelet activity. Among them, compound 8 was the most potent with an IC50 value of 0.08 μM and was about 3-fold more active than indomethacin. The mechanism of antiplatelet action of 8 is possibly through its inhibition on cyclooxygenase or thromboxane synthetase.
Parallel synthesis of polysubstituted tetrahydroquinolines
Baudelle, Romuald,Melnyk, Patricia,Deprez, Benoit,Tartar, Andre
, p. 4125 - 4140 (2007/10/03)
A three-component cycloaddition was used to prepare a library of polysubtituted tetrahydroquinolines. Reaction conditions were optimised and a large range of anilines, aldehydes and alkenes were tested.
Synthesis and cytotoxicity of 1,6,7,8-substituted 2-(4'-substituted phenyl)-4-quinolones and related compounds: Identification as antimitotic agents interacting with tubulin
Kuo,Lee,Juang,Lin,Wu,Chang,Lednicer,Paull,Lin,Hamel,Lee
, p. 1146 - 1156 (2007/10/02)
A series of 1,6,7,8-substituted 2-(4'-substituted phenyl)-4-quinolones and related compounds have been synthesized and evaluated as cytotoxic compounds and as antimitotic agents interacting with tubulin. The 2-phenyl-4-quinolones (22-30) with substituents
ON THE REACTION MECHANISM OF HETEROAROMATIC N-OXIDES WITH 5-HEXENYLMAGNESIUM BROMIDE
Eberson, Lennart,Cardellini, Liberato,Greci, Lucedio,Poloni, Marino
, p. 35 - 40 (2007/10/02)
The reactions of quinoline N-oxide, 1a, 2-cyano-, 1b, and 4-cyano-quinoline N-oxide, 1c, and 2-phenyl-3-phenylimino-3H-indole N-oxide, 9, with 5-hexenylmagnesium bromide have been studied in order to obtain an insight into the reaction mechanism (electron transfer vs. nucleophilic attack).Only the strongest oxidant, i.e. 9 (Ered = -0.74 V vs.NHE), gave any positive indication of an electron-transfer (ET) mechanism, in that a product with partially (20percent) cyclized structure (5-hexenyl to cyclopentylmethyl) could be isolated.
