159188-33-7Relevant academic research and scientific papers
Weakly Coordinating, Ketone-Directed (η5-Pentamethylcyclopentadienyl)cobalt(III)- and (η5-Pentamethylcyclopentadienyl)rhodium(III)-Catalyzed C?H Amidation of Arenes: A Route to Acridone Alkaloids
Bera, Sourav Sekhar,Sk, Md Raja,Maji, Modhu Sudan
, p. 1806 - 1811 (2019/01/14)
The weakly coordinating, ketone-directed, regioselective monoamidation of aromatic ketones, chalcone, carbazole, and benzophenones was achieved by employing high-valent cobalt and rhodium catalysis to access numerous biologically important molecular building blocks. This amidation proceeded smoothly with a variety of ketones and several amidating partners. The application of the products in the synthesis of various heterocycles, including acridones, indoles, quinoline, quinolones, quinolinones, and quinazolines, was also explored. The total synthesis of acridone-based alkaloids, namely, toddaliopsin A, toddaliopsin D, and arborinine, and the formal synthesis of acronycine and noracronycin were also accomplished by applying this method. A mechanistic study revealed this amidation reaction follows a base-assisted intermolecular electrophilic substitution pathway.
Synthesis and antitumor activity of novel 4-aminoquinoline derivatives
Ren, Jie,Zhao, Juan,Zhou, Yong-Sheng,Liu, Xian-Hua,Chen, Xin,Hu, Kun
, p. 2855 - 2861 (2013/07/26)
A series of novel 4-aminoquinoline derivatives were synthesized as antitumor agents by reacting 4-chloroquinoline with the corresponding mono/dialkyl amines. The cytotoxicity of these compounds was evaluated in vitro against HCT-116, A549, DU-145, HepG2, and LN229 cell lines. The results showed that most of the synthesized compounds displayed excellent cytotoxicity, and 5,7-dimethoxy-2-phenyl-N-propylquinoline-4-amine (6a) displayed the most potent cytotoxicity against HCT-116 cells. Furthermore, 6a could decrease VEGF protein expression.
Antimitotic activity of 5-hydroxy-7-methoxy-2-phenyl-4-quinolones
Hadjeri, Mohamed,Peiller, Eva-Laure,Beney, Chantal,Deka, Nabajyoti,Lawson, Martin A.,Dumontet, Charles,Boumendjel, Ahcène
, p. 4964 - 4970 (2007/10/03)
We report the synthesis of 5-hydroxy-7-methoxy-2-phenyl-4-quinolones and their biological activity as antitumor agents. These molecules were initially evaluated for their ability to induce cell cycle arrest in the G2/M phase. Compounds that showed signifi
Alkylation of 2-phenyl-4-quinolones: Synthetic and structural studies
Hadjeri,Mariotte,Boumendjel
, p. 1352 - 1355 (2007/10/03)
The alkylation Of 2-phenyl-4-quinolones was investigated and showed that the N-alkylation versus O-alkylation is highly dependent on whether C-5 is hydroxylated or not. N-Alkylation is favoured by the presence of a 5-hydroxyl group. The synthetic and the NMR structural studies are reported.
AN EFFICIENT SYNTHESIS OF DI-AND TRIMETHOXY-4-QUINOLONES
Toda, Jun,Fuse, Takako,Kishikawa, Etsuko,Ando, Naoko,Negishi, Rumi,et al.
, p. 2091 - 2098 (2007/10/02)
An excellent method of preparation of N-aryl-enamino esters (4) was achieved by developing N-N exchange reaction of an N-methyl-enamino ester (6) with di- and trimethoxyanilines (3).Thermolysis of 4 in xylene gave di- and trimethoxy-4-quinolones (7) in ex
