145508-22-1Relevant academic research and scientific papers
Selectfluor-Promoted Intramolecular N-S Bond Formation of α-Carbamoyl Ketene Dithioacetals in the Presence of Water: Synthesis of Multifunctionalized Isothiazolones
Liu, Zheng,Wang, Youkun,Huo, Jianfeng,Li, Xiao-Jun,Li, Shengnan,Song, Xiaoning
, p. 5506 - 5517 (2021/05/04)
A practical and efficient protocol toward fully substituted isothiazolones through Selectfluor-mediated intramolecular oxidative annulation of α-carbamoyl ketene dithioacetals has been developed in the presence of H2O and metal-free conditions. Notably, t
Free radical rearrangement synthesis and microbiological evaluation of novel 2-sulfoether-4-quinolone scaffolds as potential antibacterial agents
Xu, Kehan,He, Shaosheng,Chen, Shichao,Qiu, Guoliang,Shi, Jingbo,Liu, Xinhua,Wu, Xiaoyu,Zhang, Jing,Tang, Wenjian
, p. 144 - 154 (2018/05/24)
To develop novel antibacterial agents, 2-sulfoether-4-quinolone scaffolds were synthesized by a free radical process and evaluated for their antibacterial abilities. Excellent activities against Gram-positive bacteria were observed, among which compounds 3m, 3n, 3p and 3t possessed the lowest MICs against both S. aureus and B. cereus (0.8 μM and 1.61 μM, respectively). The structure-activity relationship (SAR) showed that: (i) the antibacterial activity was related to the substituent, such as 2-SCH3 = 2-SCH2CH3 > 2-S(=O)CH3 > 2-OH, 8-Br > 7-Br > 6-Br; (ii) -CF3 increased the antibacterial activity; (iii) the di-substituted group performed the better activity. The DNA supercoiling inhibitory analysis confirmed their fluoroquinolone characters. The docking showed that compound 3n was nicely bound into the DNA-gryase complex via extensive interactions, including conventional hydrogen bonds, halogen bonds and hydrophobic interactions. The microscopy analysis of compound 3n against S. aureus exhibited the damages on the cell wall construction, which may facilitate the penetration into Gram-positive bacteria.
A Concise [3?+?3] Heteroaromatization Synthetic Strategy Afford Dicarboxamide Functionalized Novel Pyrazolo[1,5-a]Pyrimidines
Patel, Anilkumar S.,Kapuriya, Naval P.,Naliapara, Yogesh T.
supporting information, p. 2635 - 2643 (2017/09/26)
A concise and effective approach to dicarboxamide functionalized novel pyrazolo[1,5-a]pyrimidine has been developed. The method involves [3?+?3] hetroaromatization of oxoketene dithioacetals (16a–x) with 5-amino-N-cyclohexyl-3-(methylthio)-1H-pyrazole-4-c
Thermal cyclization of ketene dithioacetals: A convenient synthetic route to substituted 2(1H)-quinolinones and 2(1H)-pyridones
Pak,Choi
, p. 1291 - 1294 (2007/10/02)
Acyl(arylcarbamoyl)ketene dithioacetals 2 and acyl(1-alkenylcarbamoyl)ketene dithioacetals 5 obtained from the corresponding β-oxo amides 1,4 were thermally cyclized to give various 3-acyl-4-alkylthio-2(1H)-quinolinones 3, and 3-acyl-4-alkylthio-5-aryl-2(
