160425-38-7Relevant academic research and scientific papers
Synthesis of N-alkyl-substituted 4-quinolones via tandem alkenyl and aryl C-N bond formation
Shao, Jun,Huang, Xiaomei,Hong, Xiaohu,Liu, Bingxin,Xu, Bin
, p. 1798 - 1808 (2012/08/08)
N-Alkyl-substituted 4-quinolones are present as the key structural motif in many marketed drugs. An efficient one-step tandem amination approach was developed to afford N-alkyl-substituted 4-quinolones in high yields from easily accessible o-chloroaryl acetylenic ketones and functionalized alkyl amines. The approach complements and extends our previous work. Compared with other reported methods, the current method provides a very simple and convenient route. Georg Thieme Verlag Stuttgart · New York.
Buchwald-Hartwig coupling/Michael addition reactions: One-pot synthesis of 1,2-disubstituted 4-quinolones from chalcones and primary amines
Fei, Xiang-Dong,Zhou, Zhou,Li, Wen,Zhu, Yong-Ming,Shen, Jing-Kang
, p. 3001 - 3008 (2012/07/13)
The Buchwald-Hartwig coupling/Michael addition sequence has been successfully applied to the synthesis of functionalized 1,2-disubstituted 4-quinolones using Pd(OAc)2 as a catalyst and PPh3 as a ligand. Under these conditions, the intermediate products first formed from chalcones and primary amines underwent catalytic dehydrogenation to yield the 1,2-disubstituted 4-quinolones. Copyright
ZnCl2-catalyzed intramolecular cyclization reaction of 2-aminochalcones using polymer-supported selenium reagent: Synthesis of 2-phenyl-4-quinolones and 2-phenyl-2,3-dihydroquinolin-4(1 H)-one
Tang,Chen, Bangzheng,Zhang, Lianpeng,Li, Wen,Lin, Jun
experimental part, p. 707 - 711 (2011/04/26)
A new and efficient method for the synthesis of 2-phenyl-4-quinolones and 2-phenyl-2,3-dihydroquinolin-4(1H)-ones is described. The reaction involves ZnCl2-mediated polystyrene-supported selenium-induced intramolecular cyclization of 2-amino-chalcones and subsequent traceless or functionalizing cleavage of selenium linker. Georg Thieme Verlag Stuttgart - New York.
1,2-Disubstituted 4-quinolones via copper-catalyzed cyclization of 1-(2-halophenyl)-2-en-3-amin-1-ones
Bernini, Roberta,Cacchi, Sandro,Fabrizi, Giancarlo,Sferrazza, Alessio
experimental part, p. 1209 - 1219 (2009/12/07)
1,2-Disubstituted 4-quinolones have been prepared via copper-catalyzed heterocyclization of 1-(2-bromophenyl)- and 1-(2-chlorophenyl)-2-en-3-amin-1- ones, readily obtained from α,β-ynones and primary amines. The reaction tolerates a variety of useful functionalities including ester, keto, cyano, and chloro substituents. Quinolone derivatives can also be prepared via a sequential process from α,β-ynones and primary amines, omitting the isolation of the 1-(2-halophenyl)-2-en-3-amin-1-one intermediates. Georg Thieme Verlag Stuttgart.
On the synthesis and reactivity of 1-benzyl-2-arylquinoline-4-thiones
Niedzinski, Edmund J.,Lashley, Matthew R.,Nantz, Michael H.
, p. 623 - 627 (2007/10/03)
A panel of 1-benzyl-2-aryl-4-quinolones was synthesized in three steps and converted to the corresponding 4-thione derivatives using Lawesson's reagent. The representative vinylogous thioamide (5a) was alkylated to afford a novel series of quinolinium sal
