Synthesis and Fungicidal Activity of New Pyrrolpyrazole Compounds

doi:10.6023/cjoc201404008

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (10): 2057-2062.DOI: 10.6023/cjoc201404008 Previous Articles Next Articles

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新型吡唑联吡咯类杂环化合物的合成及杀菌活性

王子时^a, 叶汉韬^a, 肖丹^a, 马东升^a, 高金胜^a,b, 于颖慧^a, 侯广峰^b, 闫鹏飞^a

a. 黑龙江大学化学化工与材料学院哈尔滨 150080;
b. 黑龙江大学农药工程中心哈尔滨 150080

收稿日期:2014-04-03 修回日期:2014-05-07 发布日期:2014-06-09
通讯作者: 马东升, 侯广峰 E-mail:hougf@hlju.edu.cn
基金资助:
国家自然科学基金（Nos. 21371052，21272061）及黑龙江省教育厅科学研究基金（No. 12531512）资助项目.

Synthesis and Fungicidal Activity of New Pyrrolpyrazole Compounds

Wang Zishi^a, Ye Hantao^a, Xiao Dan^a, Ma Dongsheng^a, Gao Jinsheng^a,b, Yu Yinghui^a, Hou Guangfeng^b, Yan Pengfei^a

a. School of Chemistry and Materials Science, Heilongjiang University, Harbin 150080;
b. Engineering Research Center of Pesticide of Heilongjiang University, Heilongjiang University, Harbin 150080

Received:2014-04-03 Revised:2014-05-07 Published:2014-06-09
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21371052 and 21272061) and the Scientific Research Fund of Heilongjiang Provincial Education Department (No. 12531512).

1. Synthesis and Fungicidal Activity of New Pyrrolpyrazole Compounds.PDF(1137KB)

Abstract

With the aim of obtaining new potential fungicide candidates with higher biological activities and environmental safety, ten new pyrrolpyrazole compounds based on the structures of fludioxonil were designed and synthesized. The benzene ring in original fludioxonil structure is replaced by pyrazole ring to improve its bactericidal activity. All the structures of target products and their intermediates are characterized and confirmed by ¹H NMR, FTIR, single crystal diffraction, HPLC, elemental analysis and melting point determination. Six single crystals of final products are also achieved by volatilization under room temperature. Biological activity tests are conducted for six compounds. The results show that each compound exhibits certain antibacterial activity toward rhizoctonia, botrytis cinerea and cucumber downy mildew, which provides valuable information for further development of new pesticides fungicides.

Key words: fludioxonil, pyrrolpyrazole compound, synthesis, reaction condition, biological activity test

Cite this article

Wang Zishi, Ye Hantao, Xiao Dan, Ma Dongsheng, Gao Jinsheng, Yu Yinghui, Hou Guangfeng, Yan Pengfei. Synthesis and Fungicidal Activity of New Pyrrolpyrazole Compounds[J]. Chin. J. Org. Chem., 2014, 34(10): 2057-2062.

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新型吡唑联吡咯类杂环化合物的合成及杀菌活性

Synthesis and Fungicidal Activity of New Pyrrolpyrazole Compounds

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