904875-08-7Relevant academic research and scientific papers
Synthesis of quinolines: Via sequential addition and I2-mediated desulfurative cyclization
Gao, Ziwei,Jian, Yajun,Sun, Huaming,Wang, Yanyan,Yang, Mingming,Zhang, Guofang,Zhang, Weiqiang
supporting information, p. 38889 - 38893 (2021/12/20)
An efficient one-pot approach for the synthesis of quinolines from o-aminothiophenol and 1,3-ynone under mild conditions is disclosed. With the aid of ESI-MS analysis and parallel experiments, a three-step mechanism is proposed - a two-step Michael additi
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.
Synthesis of multi-functionalized quinolines and 1,2-dihydroquinolines through FeCl3-mediated reactions of carbonyl compounds with 2-vinylanilines
Liu, Sha,Li, Gaoqiang,Xu, Feng
, p. 888 - 892 (2018/07/25)
A facile and efficient approach toward the synthesis of functionalized quinolines and 1,2-dihydroquinolines from carbonyl compounds and 2-vinylanilines is described. The protocol utilizes the nonhazardous and less expensive FeCl3 as catalyst wi
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.
Pd-catalyzed regioselective hydroarylation of α-(2-aminoaryl)-α,β-ynones with organoboron derivatives as a tool for the synthesis of quinolines: experimental evidence and quantum-chemical calculations
Arcadi, Antonio,Aschi, Massimiliano,Marinelli, Fabio,Verdecchia, Mirella
, p. 5354 - 5361 (2008/09/21)
The Pd-catalyzed hydroarylation of β-(2-aminoaryl)-α,β-ynones with organoboron derivatives, leading to 2,4-diarylquinolines in good to excellent yields through sequential cycloamination, has been investigated. The reaction is catalyzed by both Pd(II) and
Rh-catalyzed sequential hydroarylation/hydrovinylation-heterocyclization of β-(2-aminophenyl)-α,β-ynones with organoboron derivatives: A new approach to functionalized quinolines
Abbiati, Giorgio,Arcadi, Antonio,Marinelli, Fabio,Rossi, Elisabetta,Verdecchia, Mirella
, p. 3218 - 3224 (2008/09/17)
4-Aryl and 4-vinyl quinolines were prepared via a sequential procedure involving regioselective Rh(acac)(C2H2)/dppf-catalyzed hydroarylation/hydrovinylation of β-(2-aminophenyl)-α,β-ynones with arylboronic acids or potassium aryl and
