790263-88-6Relevant academic research and scientific papers
First synthesis of novel 2,4-bis((: E)-styryl)quinoline-3-carboxylate derivatives and their antitumor activity
Gao, Wentao,Li, Zhiyuan,Xu, Qiqi,Li, Yang
, p. 38844 - 38849 (2018)
A simple and flexible synthesis of a new series of 2,4-bis((E)-styryl)quinoline-3-carboxylates (3a-t) has been achieved for the first time in good yields via successive Arbuzov/Horner-Wadsworth-Emmons (HWE) reaction in one-pot using the newly-synthesized ethyl 4-(bromomethyl)-2-(chloromethyl)quinoline-3-carboxylate as the substrate. Our synthetic protocol is as attractive and powerful as it is simple, tolerates a wide range of substituents, and does not involve the use of expensive reagents or catalysts. These title compounds belong to a new class of quinoline derivatives and their antitumor activity was assessed on human cancer cell lines (A549, HT29 and T24). The MTT assay showed compounds 3h, 3k and 3t had significant inhibitory activity with IC50 values of 1.53, 1.38 and 2.36 μM against A549 and 1.50, 0.77 and 0.97 μM against HT29, respectively, much better than the reference cisplatin.
Friedlaender synthesis of polysubstituted quinolines and naphthyridines promoted by propylphosphonic anhydride (T3P) under mild conditions
Jida, Mouhamad,Deprez, Benoit
supporting information; experimental part, p. 869 - 873 (2012/07/03)
A new convenient, efficient and environmentally eco-friendly protocol for Friedlaender synthesis of polysubstituted quinolines and naphthyridines is described. A wide variety of new products were readily prepared in the presence of propylphosphonic anhydride (T3P) in short reaction times and excellent yields under mild conditions. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.
Chlorotrimethylsilane-mediated friedlaender synthesis of polysubstituted quinolines
Ryabukhin, Sergey V.,Volochnyuk, Dmitriy M.,Plaskon, Andrey S.,Naumchik, Vasiliy S.,Tolmachev, Andrei A.
, p. 1214 - 1224 (2008/02/02)
New convenient conditions for the Friedlander synthesis of quinolines are described. Polysubstituted quinolines were readily prepared using chlorotrimethylsilane as a promoter and water-acceptor agent. Georg Thieme Verlag Stuttgart.
