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Design,Synthesis, Structure‐Activity Relationship and Insecticidal Activities of Trifluoromethyl‐Containing Sulfiliminyl and Sulfoximinyl Phthalic Acid Diamide Structure
Authors:Sha Zhou  Tao Yan  Sha Zhou  Xuewen Hua  Baolei Wang  Yucheng Gu  Lixia Xiong  Yongqiang Li  Zhengming Li
Institution:1. State Key Laboratory of Elemento‐Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, China;2. School of Mechanical Engineering, Tianjin Polytechnic University, Tianjin 300071, China;3. Syngenta Jealott's Hill International Research Centre, Bracknell, Berkshire, RG426EY, UK
Abstract:Due to a novel mode action, low toxicity to mammals and low residue characteristics, phthalic acid diamides have aroused considerable interests in agricultural chemistry. With introduction of N‐cyano, N‐trifluoroacetyl, N‐carbamoylsulfiliminyl and sulfoximinyl substituents into phthalamides, 12 novel derivatives containing trifluoromethyl moiety were designed and synthesized. All title compounds were characterized by 1H NMR and high‐resolution mass spectrometry. The preliminary results of biological activity assessment indicated that some title compounds exhibited moderate to good insecticidal activities against oriental armyworm (Pseudaletia separata Walker). In particular, Va gave higher activity against oriental armyworm and diamondback moth. The present work reported that the new trifluoromethylated diamides incorporating N‐trifluoroacetylsulfoximinyl moieties are potential lead compounds for further structure optimization, providing some insight into the relating structure‐activity relationship.
Keywords:insecticidal activity  ryanodine receptor  sulfilimines  sulfoximines  trifluoromethylated
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