噻吩N-芳基吡唑类化合物的合成及光活化活性研究有机化学.pdfVIP

2011 年第 31 卷 有 机 化 学 Vol. 31, 2011 第 9 期, 1452～1459 Chinese Journal of Organic Chemistry No. 9, 1452～1459 ·研究论文· 噻吩 N-芳基吡唑类化合物的合成及光活化活性研究 袁李青 徐汉虹* 杨 文 李 娜 (华南农业大学昆虫毒理研究室 天然农药与化学生物学教育部重点实验室 广 510642) 摘要 以 2,6-二氯-4-三氟甲基苯胺和溴代噻吩等为起始原料, 设计并合成了 12 个未见报道的噻吩芳基吡唑类化合物 5a～5l, 经 1H NMR, 13C NMR, ESI-MS 和元素分析对化合物的结构进行了表征. 初步生物活性测定结果表明, 目标化 合物均具有一定的光活化杀虫活性, 其中 5l 表现最为明显. 在光照下对白纹伊蚊幼虫的 LC50 值为 0.04 µg/mL, 达到了 商品化品种氟虫腈的水平. 关键词 N-芳基吡唑; 噻吩; 光活化; 杀虫活性 Synthesis and Photoactivated Activity of Thiophene Conjugated with N-Aryl Pyrazole Derivatives Yuan, Liqing Xu, Hanhong* Yang, Wen Li, Na (Laboratory of Insect Toxicology Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, South China Agricultural University, Guangzhou 510642) Abstract Twelve novel thiophene conjugated with N-aryl pyrazole derivatives 5a～5l were synthesized 1 13 from 2,6-dichloro-4-trifluoromethylaniline with 2-bromothiophene, and characterized by H NMR, C NMR, MS techniques and elemental analysis. Preliminary bioassay tests demonstrated that all the com- pounds have photoactivated insecticidal activity against Aedes albopictus . The compound 5l showed the highest activity with LC50 0.04 µg/mL when exposed to light, which is similar to commercial available fipronil. Keywords N