79965-68-7Relevant articles and documents
Hypervalent iodane mediated reactions of: N -acetyl enamines for the synthesis of oxazoles and imidazoles
Xu, Kang,Yang, Ruiqi,Yang, Shuang,Jiang, Cheng,Ding, Zhenhua
supporting information, p. 8977 - 8981 (2019/10/28)
A hypervalent iodane reagent used for the intramolecular cyclization of N-acetyl enamines and intermolecular cyclocondensation of enamines and nitriles was investigated. The reaction was performed under mild conditions and gave oxazoles and imidazoles, respectively, in moderate to excellent yields. This transformation exhibits good reactivity, selectivity and functional group tolerance. The selectivity of the intra- or intermolecular reaction is dependent on the structure of N-acetyl enamines.
Design, synthesis and structure-activity relationships of substituted oxazole-benzamide antibacterial inhibitors of FtsZ
Stokes, Neil R.,Baker, Nicola,Bennett, James M.,Chauhan, Pramod K.,Collins, Ian,Davies, David T.,Gavade, Maruti,Kumar, Dushyant,Lancett, Paul,Macdonald, Rebecca,Macleod, Leanne,Mahajan, Anu,Mitchell, Jeffrey P.,Nayal, Narendra,Nayal, Yashodanand Nandan,Pitt, Gary R.W.,Singh, Mahipal,Yadav, Anju,Srivastava, Anil,Czaplewski, Lloyd G.,Haydon, David J.
, p. 353 - 359 (2014/01/17)
The design, synthesis and structure-activity relationships of a series of oxazole-benzamide inhibitors of the essential bacterial cell division protein FtsZ are described. Compounds had potent anti-staphylococcal activity and inhibited the cytokinesis of the clinically-significant bacterial pathogen Staphylococcus aureus. Selected analogues possessing a 5-halo oxazole also inhibited a strain of S. aureus harbouring the glycine-to-alanine amino acid substitution at residue 196 of FtsZ which conferred resistance to previously reported inhibitors in the series. Substitutions to the pseudo-benzylic carbon of the scaffold improved the pharmacokinetic properties by increasing metabolic stability and provided a mechanism for creating pro-drugs. Combining multiple substitutions based on the findings reported in this study has provided small-molecule inhibitors of FtsZ with enhanced in vitro and in vivo antibacterial efficacy.
Copper-catalyzed direct synthesis of iodoenamides from ketoximes
Liang, Hao,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
, p. 9789 - 9794 (2013/08/23)
Iodide in copper's pathway: A new, efficient, and practical copper-catalyzed synthesis of Z-iodoenamides from readily available ketoximes has been developed (see scheme). The reaction was believed to proceed through a single-electron-transfer pathway. The corresponding Z-iodoenamides have been applied to the synthesis of substituted oxazoles, dienes, β-phenoxyl enamides, eneynes, β-acylenamides, and pyrroles (DCE=1,2-dichloroethane). Copyright
