Synthesis, characterization, and biological activities of novel (Z)-3-((E)-1-(alkyloxyimino)ethyl)-5-arylidene-4-hydroxypyrroline-2-one derivatives

✍ Scribed by Zhao-Yong Zhu; Xian-Feng Wang; Fan-Gui Meng; Qing-Bin Li; Xiao-Qian Zheng; Sheng Qiang; Chun-Long Yang

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2010
• Tongue: English
• Weight: 153 KB
• Volume: 47
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.452

✦ Synopsis

Abstract

magnified image Twenty‐four novel tetramic acid derivatives (Z)‐3‐((E)‐1‐(alkyloxyimino)ethyl)‐5‐arylidene‐4‐hydroxypyrroline‐2‐ones 6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j, 6k, 6l, 6m, 6n, 6o, 6p, 6q, 6r, 6s, 6t, 6u, 6v, 6w, 6x were synthesized by the reaction of (Z)‐3‐acetyl‐5‐arylidene‐4‐hydroxypyrroline‐2‐ones 4 with O‐alkyl hydroxylamines 5 under reflux conditions in good yields (77.2–92.4%). Their structures were confirmed by IR, ^1^H‐NMR, MS, and elemental analysis. The preliminary bioassays showed that most of the title compounds exhibited noticeable fungicidal activities against Colletotrichum____orbiculare and a certain degree of fungicidal activities against Fusarium gramineaum and Rhizoctonia cerealis at a concentration of 100 μg/mL. J. Heterocyclic Chem., (2010).