144709-07-9Relevant academic research and scientific papers
Construction of azaisoflavone derivatives by hypervalent iodine reagent-mediated oxidative rearrangement of 2'-nitrochalcone
Nakamura, Akira,Takane, Reo,Tanaka, Junki,Morimoto, Junya,Maegawa, Tomohiro
, p. 785 - 792 (2019/04/27)
Fabrication of a synthetic azaisoflavone skeleton from 2'-nitrochalcone was done using oxidative rearrangement with a hypervalent iodine reagent. A key intermediate compound, aminoacetal, was prepared from readily available 2'-nitrochalcone via a PhI(OH)O
Efficient construction of 3-arylquinolin-4(1H)-ones via in situ Meinwald rearrangement/intramolecular reductive cyclization of 2′-nitrochalcone epoxides
Wang, Sheng,Zhao, Chao,Liu, Ting,Yu, Lifang,Yang, Fan,Tang, Jie
, p. 7025 - 7031 (2016/10/14)
An efficient method for construction of 3-arylquinolin-4(1H)-ones via in situ Meinwald rearrangement/intramolecular reductive cyclization of 2′-nitrochalcone epoxides has been developed. The practical approach is of excellent functional groups compatibili
Azaisoflavones: Synthesis, antimicrobial evaluation and binding affinity with DNA gyrase
Praveen,Parthasarathy,Kumar, P. Senthil,Perumal
, p. 373 - 382 (2015/03/31)
Antimicrobial potency of azaisoflavones has been evaluated in vitro against nine bacterial and two fungal strains, respectively. The requisite azaisoflavones are conveniently synthesized in three steps, with the key step being the super acid catalyzed tandem reaction. The biological results reveal that out of twelve compounds screened, 3 compounds (5a, 5j and 5l) exhibited comparable activities against the standard drugs and demonstrated activities at μM concentration. In addition, molecular docking revealed that compound 5a as the most potent by showing a least binding energy of -5.99 kcal/mol with DNA gyrase receptor compared to other compounds.
Triflic acid promoted tandem ring-closure-aryl-migration of 2-amino chalcone epoxide: A new synthetic route to azaisoflavones
Praveen, Chandrasekaran,Parthasarathy, Kannabiran,Perumal, Paramasivan T.
experimental part, p. 1635 - 1640 (2010/08/20)
An unprecedented TfOH-promoted tandem ring-closure-aryl-migration of 2′-amino chalcone epoxide leading to 3-aryl-4(1H)-quinolones (azaisoflavones) was achieved. The outcome of the reaction was confirmed by NMR analysis and rationalized through the intermediacy of a phenonium ion. This synthetic protocol furnishes azaisoflavones straightforwardly from simple starting materials under mild conditions. Georg Thieme Verlag Stuttgart New York.
