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新型八元硝化新烟碱类似物的合成、晶体结构和生物评价。

Synthesis, crystal structure, and biological evaluation of a novel eight-membered dinitration neonicotinoid analogues.

机构信息

Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China.

Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China; Shanghai Collaborative Innovation Center for Biomanufacturing Technology, 130 Meilong Road, Shanghai 200237, China.

出版信息

Bioorg Med Chem Lett. 2021 Jul 1;43:127960. doi: 10.1016/j.bmcl.2021.127960. Epub 2021 Mar 17.

DOI:10.1016/j.bmcl.2021.127960
PMID:33741465
Abstract

In the studies on dihydroxy intermediate synthesis, a serendipitous reaction of introducing nitro group from nitromethylene has been observed. Instead of expected dihydroxy compounds, dinitration structures with nitromethylene analogues were prepared under mild conditions by using a metal-free catalyst B(OH). In this reaction, the extra nitro group was suggested to be from starting material. Bioassays indicated that compound 3a showed good insecticidal activities against cowpea aphid (Aphis craccivora) and armyworm (Mythimna separata), with LC values were 4.9 mg/L and 7.1 mg/L, respectively.

摘要

在二羟基中间体合成的研究中,观察到了一个意外的反应,即亚硝基乙烯引入硝基。在无金属催化剂 B(OH)的作用下,在温和的条件下,用亚硝基乙烯类似物制备了二硝化结构,而不是预期的二羟基化合物。在这个反应中,额外的硝基被认为来自起始材料。生物测定表明,化合物 3a 对豇豆蚜(Aphis craccivora)和粘虫(Mythimna separata)表现出良好的杀虫活性,LC 值分别为 4.9mg/L 和 7.1mg/L。

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