347335-70-0Relevant academic research and scientific papers
Synthesis of 2-(1h-indol-2-yl)acetamides via br?nsted acid-assisted cyclization cascade
Aksenov, Alexander V.,Aksenov, Dmitrii A.,Aksenov, Nicolai A.,Griaznov, Georgii D.,Prityko, Lidiya A.,Rubin, Michael,Skomorokhov, Anton A.
, p. 12128 - 12146 (2020/11/10)
An efficient and straightforward Br?nsted-acid mediated cascade process was developed, involving cyclization of readily available β-ketonitriles into 2-aminofurans, and their subsequent recyclization into 2-(1H-indol-2-yl)acetamides is developed. This synthetic route opens a new avenue for an expeditious assembly of various isotryptamine derivatives for medicinal chemistry.
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.
An organocatalytic cascade approach toward polysubstituted quinolines and chiral 1,4-dihydroquinolines-unanticipated effect of N-protecting groups
Zhang, Xinshuai,Song, Xixi,Li, Hao,Zhang, Shilei,Chen, Xiaobei,Yu, Xinhong,Wang, Wei
supporting information; experimental part, p. 7282 - 7286 (2012/09/08)
A matter of protection: The outcome of a divergent organocatalytic aza-Michael/aldol cascade process toward quinolines and 1,4-dihydroquinolines depends on the choice of the N-protecting group (see scheme; TEA=triethylamine, TMS=trimethylsilyl). Use of an electron-donating sulfonyl group results in an unanticipated aza-Michael/aldol/aromatization cascade to give polysubstituted quinolines (right). In contrast, chiral 1,4-dihydroquinolines are obtained with an electron-withdrawing sulfonyl group (left). Copyright
Antitumor agents. Part 202: Novel 2'-amino chalcones: Design, synthesis and biological evaluation
Xia, Yi,Yang, Zheng-Yu,Xia, Peng,Bastow, Kenneth F.,Nakanishi, Yuka,Lee, Kuo-Hsiung
, p. 699 - 701 (2007/10/03)
New 4',5',2,3,4-substituted 2'-amino chalcones were synthesized and evaluated for cytotoxicity against a panel of human tumor cell lines. Several compounds displayed significant cytotoxicity. The most promising lead molecule (10) also had high activity to
Palladium-catalyzed heteroannulation with acetylenic carbinols as synthons-synthesis of quinolines and 2,3-dihydro-4(1H)-quinolones
Mahanty, Jyan S.,De, Mahuya,Das, Palas,Kundu, Nitya G.
, p. 13397 - 13418 (2007/10/03)
o-Iodoanilides 4 reacted with terminal acetylenic carbinols 5 under palladium-catalyzed conditions to yield o-substituted anilides 6. Most of the anilides 6 could be cyclized with NaOEt/EtOH to 2-arylquinolines 2. o-Iodoanilines 7 reacted with carbinols 5 leading to 8 which on palladium(II) assisted cyclisation afforded substituted quinolines 2. An excellent synthesis of the alkaloid dubamine (2n) is reported. Also, the anilides 6 on acid-catalyzed rearrangement, deprotection and cyclisation led to the 2-aryl-2, 3-dihydro-4(1H)-quinolones 16.
Synthesis of Quinolines and 2,3-Dihydro-4(1H)-quinolones. Palladium Catalysed Reaction of o-Iodoanilides with Acetylenic Carbinols
Kundu, Nitya G.,Mahanty, Jyan S.,Das, Palas,Das, Biswajit
, p. 1625 - 1628 (2007/10/02)
A facile and general synthesis of quinolines and 2,3-dihydro-4(1H)-quinolones was accomplished through palladium catalysed reaction of o-iodoanilides with acetylenic carbinols.Key Words: quinolines; 2,3-dihydro-4(1H)-quinolones; palladium catalysis; o-iodoanilines; acetylenic carbinols.
