1182350-50-0Relevant articles and documents
Enantioselective Metal-Free Hydrogenations of Disubstituted Quinolines
Zhang, Zhenhua,Du, Haifeng
, p. 6266 - 6269 (2015)
A metal-free hydrogenation of 2,4-disubstituted quinolines was realized for the first time using chiral diene derived borane catalysts to furnish the corresponding tetrahydroquinolines in 75-98% yields with 95/5-99/1 dr's and 86-98% ee's. This catalytic system was also effective for 2,3-disubstituted quinolines to give moderate to good ee's.
Mn(III)-Mediated Regioselective 6-endo-trig Radical Cyclization of o-Vinylaryl Isocyanides to Access 2-Functionalized Quinolines
Liu, Yan,Li, Shi-Jun,Chen, Xiao-Lan,Fan, Lu-Lu,Li, Xiao-Yun,Zhu, Shan-Shan,Qu, Ling-Bo,Yu, Bing
, p. 688 - 694 (2020/01/02)
A Mn(III)-mediated radical cyclization reaction of o-vinylaryl isocyanides and arylboronic acids or diphenylphosphine oxides to access various 2-functionalized quinolines under mild conditions was developed. With the introduction of radical stabilizing substituents (e. g. aryl and methyl group) on vinyl group, this reaction provides a regiospecific 6-endo-trig radical cyclization of o-vinylaryl isocyanides, giving a number of structurally unique and biologically potential 2-functionalized quinoline derivatives.
Iron (III)-catalyzed and air-mediated tandem reaction of aldehydes, alkynes and amines: An efficient approach to substituted quinolines
Cao, Ke,Zhang, Fu-Min,Tu, Yong-Qiang,Zhuo, Xiao-Tao,Fan, Chun-An
experimental part, p. 6332 - 6334 (2010/02/28)
An economic method for the construction of quinolines by the FeCl3-catalyzed three-component coupling/hydroarylation/dehydrogenation of aldehydes, alkynes, and amines was reported. Iron was used as catalyst for this reactions due to its low price, non-toxicity, and environmentally friendly characters. It was observed that during the synthesis of propargylamines by the FeCl3-catalyzed three-component coupling of aldehydes, alkynes, and amines, when aniline was used to replace the secondary amine, 2, 4- diphenyl-substituted quinoline, the propargylamine product was formed in 56% yield with 70% conversion after 48 hours under argon. Phenylacetylene and aniline were used as model substrates for exploring the aldehyde substrate scope. It was concluded that when the aromatic aldehyde carried an electron-donating group or an electron withdrawing group, the reactions proceeded to produce the corresponding quinolines.