Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2218-2222.DOI: 10.6023/cjoc201504025 Previous Articles     Next Articles



倪芸a, 许天明b, 钟良坤a, 孔晓燕a, 史建俊a, 刘幸海a, 孔小林b, 姬文娟b, 谭成侠a   

  1. a 浙江工业大学化学工程学院 杭州 310014;
    b 中化蓝天浙江省化工研究院有限公司 杭州 310023
  • 收稿日期:2015-04-18 修回日期:2015-06-03 发布日期:2015-06-12
  • 通讯作者: 许天明, 谭成侠
  • 基金资助:

    “十二五”国家科技支撑计划(No. 2011BAE06B02-04)资助项目.

Synthesis and Fungicidal Activity of a Series of Fluorinated Quinoline Amide Compounds

Ni Yuna, Xu Tianmingb, Zhong Liangkuna, Kong Xiaoyana, Shi Jianjuna, Liu Xinghaia, Kong Xiaolinb, Ji Wenjuanb, Tan Chengxiaa   

  1. a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
    b Sinochem Lantian Zhejiang Research Institute of Chemical Industry Co. Ltd, Hangzhou 310023
  • Received:2015-04-18 Revised:2015-06-03 Published:2015-06-12
  • Supported by:

    Project supported by the National Key Technologies R&D Program (No. 2011BAE06B02-04).

To find new fungicidal lead compounds with high bioactivity, novel lead compounds were designed by active group splicing. The synthetic routes are as follows: 6-chloro-2-(2,6-difluorophenyl)quinoline-4-carbonyl chloride (7) was synthesized using 5-chlorine isatin (4) and 2,6-difluoro acetophenone (5) as raw materials by cyclization, acyl chlorination and other step reactions. Then 13 novel title compounds were synthesized by acylation of 6-chloro-2-(2,6-difluorophenyl)-quino-line-4-carbonyl chloride (7) with substituted anilines (8). The structures of the compounds were confirmed by HRMS and 1H NMR. The preliminary fungicidal activity showed that all the compounds exhibit fungicidal activity against Gaeumannomyces graminis and Fusahum graminearum sehw, Rhizoctonia cerealis and Pyricularia grisea at concentration of 50 mg/L, part of compounds against Gaeumannomyces graminis were more than 90% at concentration of 50 mg/L.

Key words: fluorinated quinoline, amide compounds, synthesis, fungicidal activity