农药学学报2024，Vol.26Issue(2)：408-414,7.DOI:10.16801/j.issn.1008-7303.2024.0011
新型含丁烯酸内酯基三氟乙基硫醚(亚砜)类化合物的设计、合成与杀螨活性
Design,synthesis and acaricidal activity of novel butenolide containing trifluoroethyl sulfide(sulfoxide)compounds
摘要
Abstract
In order to discover new acaricides with high activity,the lead compound sulfiflumin was modified,a series of novel butenolide containing trifluoroethyl sulfide(sulfoxide)compounds were designed and synthesized.First,butenolide containing trifluoroethyl sulfide(sulfoxide)C1 as a key compound was synthesized from the highly active fragment 4-methyl-2-fluoro-5-(2,2,2-trifluoroethyl thiothionyl)aniline and ethyl chloroacetoacetate.Then C2-C8 were synthesized by oxidation,chlorination or bromination of compound C1,or replacement with thiolact-one ring and dithioketone ester ring.The target compounds were characterized by 1H NMR,13C NMR and HRMS.Acaricidal activity showed that compounds C1-C8 had certain acaricidal activity,especially for the egg of Tetranychus cinnabarinus with 67%-93%activity.Moreover,the mortality rate of compound C3 against adults Tetranychus urticae was 100%.This work provides a guideline for the modification of butenolide containing trifluoroethyl sulfide(sulfoxide)compounds and flupyradifurone and is of reference significance for exploring biological activities.关键词
丁烯酸内酯/三氟乙基硫醚(亚砜)类化合物/氟吡呋喃酮/朱砂叶螨/杀螨活性Key words
butenolide/trifluoroethyl sulfide(sulfoxide)/flupyradifurone/Tetranychus cinnabarinus/acaricidal activity分类
化学化工引用本文复制引用
罗时燕,陈锦彪,林健,田平义,刘祈星,周海峰..新型含丁烯酸内酯基三氟乙基硫醚(亚砜)类化合物的设计、合成与杀螨活性[J].农药学学报,2024,26(2):408-414,7.基金项目
顺毅股份有限公司研发项目(SDHZ2021215) （SDHZ2021215）
国家自然科学基金(22278244).Supported by a joint research fund from Synwill Co.,Ltd.(SDHZ2021215)and National Natural Science Foundation of China(No.22278244). （22278244）
