Synthesis of 1,3-dithiolane-containing nitromethene compounds and their biological activity as insecticides
作者:Dongmei Li、Zhongzhen Tian、Zhiping Xu、Gaolei Wang
DOI:10.1007/s11164-012-0737-0
日期:2013.5
1,3-Dithiolane-containing nitromethylene derivatives, as candidates for screening as neonicotinoid insecticides, were synthesized by reaction of compound (4) with 1,2-ethanedithiol. Compounds 7a–g were obtained via Mannich reaction of (E)-1-((1,3-dithiolan-2-yl)methyl)-2-(nitromethylene)imidazolidine (6), primary amines and formaldehyde. The synthesized compounds were identified by 1H NMR, IR spectroscopy and elemental analysis. Preliminary bioassays indicated that most of the compounds had moderate insecticidal activity against Aphis craccivora. The relationship between molecular structure and biological activity is discussed.
通过化合物(4)与1,2-乙二硫醇反应合成了含1,3-二硫戊环的硝基亚甲基衍生物,作为筛选新烟碱类杀虫剂的候选物。化合物7a–g是通过(E)-1-((1,3-二硫杂环戊烷-2-基)甲基)-2-(硝基亚甲基)咪唑烷(6)、伯胺和甲醛的曼尼希反应获得的。合成的化合物通过1H NMR、IR光谱和元素分析进行鉴定。初步生物测定表明,大多数化合物对蚜虫具有中等的杀虫活性。讨论了分子结构与生物活性之间的关系。