1-[5-(1,3-二氧-4,5,6,7-四氢-1H-异吲哚-2-基)苯基]-3-取代脲衍生物的合成与除草活性研究

为了寻找高效低毒的原卟啉原氧化酶抑制剂(protox)类除草剂, 设计并合成了一系列1-5-(1,3-二氧-4,5,6,7-四氢-1H-异吲哚-2-基)苯基]-3-取代脲类衍生物4a～4d和5a～5g. 化合物4a～4d经异氰酸酯法合成, 收率、纯度高; 化合物5a～5g利用固体光气一锅法合成, 反应时间短.所得化合物结构经¹H NMR, IR, 质谱和元素分析表征. 初步生物活性测试表明: 化合物4c, 5a, 5b, 5c在有效成分75 g/hm² 剂量下对苘麻、马刺苋、凹头苋等双子叶杂草表现出90%以上的防效.

Synthesis and Herbicidal Activity of 1-[5-(1,3-Dioxo-4,5,6,7-tetra- hydro-1H-isoindol-2-yl)phenyl]-3-substituted Urea Derivatives

In order to discover novel herbicides inhibiting protoporphyrinogen oxidase (protox) with high activity and low toxicity, a series of 1-(5-(1,3-dioxo-4,5,6,7- tetrahydro-1H-isoindol-2-yl)phenyl)-3-substi- tuted urea derivatives 4a～4d and 5a～5g were designed and synthesized. Compounds 4a～4d were prepared by the reaction of substituted phenyl amine with aryl isocyanate in high purity and yield, and 5a～5g were obtained by the reaction of substituted phenyl amine with triphosgene and alkyl amine in one pot for a short time. Their structures were confirmed by ¹H NMR, IR, MS spectra and elemental analyses. The primary bioassay results showed that compounds 4c, 5a, 5b and 5c exhibited control efficacy of more than 90% against Abutilon avicennae, Portulaca oleracea, and Amaranthus spinosus at 75 g/hm².