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

doi:10.6023/cjoc201504025

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

Notes

含氟喹啉酰胺类化合物的合成及杀菌活性

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

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 E-mail:tanchengxia@zjut.edu.cn
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 Yun^a, Xu Tianming^b, Zhong Liangkun^a, Kong Xiaoyan^a, Shi Jianjun^a, Liu Xinghai^a, Kong Xiaolin^b, Ji Wenjuan^b, Tan Chengxia^a

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).

1. Synthesis and Fungicidal Activity of a Series of Fluorinated Quinoline Amide Compounds.PDF(920KB)

Abstract

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

Cite this article

Ni Yun, Xu Tianming, Zhong Liangkun, Kong Xiaoyan, Shi Jianjun, Liu Xinghai, Kong Xiaolin, Ji Wenjuan, Tan Chengxia. Synthesis and Fungicidal Activity of a Series of Fluorinated Quinoline Amide Compounds[J]. Chin. J. Org. Chem., 2015, 35(10): 2218-2222.

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含氟喹啉酰胺类化合物的合成及杀菌活性

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

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