{"title":"Design, Synthesis, and Fungicidal Activities of Novel Strobilurin Derivatives Containing a Substituted 1,3,4-Oxadiazole Moiety","authors":"Wenliang Zhang, Hongtao Wang, Xiaohua Du","doi":"10.1002/jhet.4944","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>To explore novel structures of strobilurin fungicides, a series of novel strobilurin derivatives featuring a substituted 1,3,4-oxadiazole in the side chain were synthesized using an intermediate derivatization method and characterized by nuclear magnetic resonance spectroscopy (NMR) and high-resolution mass spectrometry (HRMS). The reactions involved in the synthesis process include hydrazine hydrolysis, cyclization, nucleophilic substitution reactions. The raw materials required for these reactions are readily available, and the procedures involved in the reaction process are straightforward. The fungicidal activities of the compounds were tested using the inhibition zone method. The inhibition rate of compound <b>5f</b> on <i>Magnaporthe oryzae</i> was 81.8% at a concentration of 3.125 mg/L, and the EC<sub>50</sub> value (0.3045 mg/L) was better than superior to that of kresoxim-methyl (0.5247 mg/L).</p>\n </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 3","pages":"294-302"},"PeriodicalIF":2.0000,"publicationDate":"2024-12-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Heterocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/jhet.4944","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
To explore novel structures of strobilurin fungicides, a series of novel strobilurin derivatives featuring a substituted 1,3,4-oxadiazole in the side chain were synthesized using an intermediate derivatization method and characterized by nuclear magnetic resonance spectroscopy (NMR) and high-resolution mass spectrometry (HRMS). The reactions involved in the synthesis process include hydrazine hydrolysis, cyclization, nucleophilic substitution reactions. The raw materials required for these reactions are readily available, and the procedures involved in the reaction process are straightforward. The fungicidal activities of the compounds were tested using the inhibition zone method. The inhibition rate of compound 5f on Magnaporthe oryzae was 81.8% at a concentration of 3.125 mg/L, and the EC50 value (0.3045 mg/L) was better than superior to that of kresoxim-methyl (0.5247 mg/L).
期刊介绍:
The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.