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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 12: 2373 - 2377

DOI: https://doi.org/10.6023/cjoc201207020

Notes

Synthesis and Fungicidal Activity of 1,2,4-Triazole Derivatives Containing 2-Fluorophenyl Moiety

  • Tong Jianying ,
  • Shi Yanxia ,
  • Liu Xinghai ,
  • Sun Nabo ,
  • Li Baoju
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  • a College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015;
    b College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014;
    c Institute of Vegetables and Flowers, Chinese Academy of Agricultural Sciences, Beijing 100014

Received date: 2012-07-16

  Revised date: 2012-08-10

  Online published: 2012-08-15

Supported by

Project supported by the National Natural Science Foundation of China (No. 21002090), the Key Innovation Team of Science and Technology in Zhejiang Province (No. 2010R50018-06), and the National Key Technologies R&D Program (No. 2011BAE06B03-01).

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Abstract

A series of novel 1,2,4-triazole derivatives were synthesized from o-fluorobenzoic acid, hydrazine hydrate, phenyl isothiocyanate by multi-step reactions. Their structures were characterized by 1H NMR, MS and elemental analyses. The target compounds were evaluated for their fungicidal activities against Corynespora cassiicola, Pseudomonas syringae pv. Lachrymans, Pseudoperonospora cubensis and Sclerotinia sclerotiorum in vivo, and the results indicated that some of the title compounds displayed excellent fungicidal activities.

Key words： 1,2,4-triazole; synthesis; fungicidal activity; o-fluorobenzoic acid

Cite this article

Tong Jianying , Shi Yanxia , Liu Xinghai , Sun Nabo , Li Baoju . Synthesis and Fungicidal Activity of 1,2,4-Triazole Derivatives Containing 2-Fluorophenyl Moiety[J]. Chinese Journal of Organic Chemistry, 2012 , 32(12) : 2373 -2377 . DOI: 10.6023/cjoc201207020

References

[1] Liu, X. H.; Pan, L.; Weng, J. Q.; Tan, C. X.; Li, Y.H.; Wang, B. L.; Li, Z. M. Mol. Diversity 2012, 16, 251.
[2] (a) Tan, C. X.; Shi, Y. X.; Weng, J. Q.; Liu, X. H.; Li, B. J.; Zhao, W. G. Lett. Drug Des. Discovery 2012, 9, 431.
(b) Liu, X. H.; Tan, C. X.; Weng, J. Q. Phosphorus, Sulfur Silicon Relat. Elem. 2011, 186, 558.
[3] Yin, K.; Jiang, L. H.; Zhou, H. X.; Huang, Y.; Xiang, J. N. Chin. J. Org. Chem. 2008, 28, 1016 (in Chinese).
(尹凯, 蒋历辉, 周后相, 黄勇, 向建南, 有机化学, 2008, 22, 71.)
[4] Kumar, D.; Narayanam, M. K.; Chang, K. H.; Shah, K. Chem. Biol. Drug Des. 2011, 77, 182-188.
[5] Al-Omar, M. A.; Al-Abdullah, E. S.; Shehata, I. A.; Habib, E. E.; Ibrahim, T. M.; El-Emam, A. A. Molecules 2010, 15, 2526.
[6] Kalhor, M.; Mobinikhaledi, A.; Dadras, A.; Tohidpour, M. J. Heterocycl. Chem. 2011, 48, 1366.
[7] Deng, X. Q.; Xiao, C. R.; Wei, C. X.; Quan, Z. S. Chin. J. Org. Chem. 2011, 31, 2082 (in Chinese)
(邓先清, 肖春瑞, 魏成喜, 全哲山, 有机化学, 2011, 31, 2082.)
[8] (a) Li, S.; Cui, C.; Wang, M. Y.; Yu, S. J.; Shi, Y. X.; Zhang, X.; Li, Z. M.; Zhao, W. G.; Li, B. J. J. Fluorine Chem. 2012, 137, 108.
(b) Zhou, J. K.; Song, B. A.; Xue, W.; Jin, L. H.; Gan, Z. Y. Chin. J. Org. Chem. 2011, 31, 865 (in Chinese).
(周进康, 宋宝安, 薛伟, 金林红, 干正洋, 有机化学, 2011, 31, 865.)
[9] Li, Q. Z.; Song, B. A.; Cai, X. J.; Zheng, Y. G.; Guo, Q. Q. Chin. J. Org. Chem. 2010, 30, 569 (in Chinese).
(李黔柱, 宋宝安, 蔡学建, 郑玉国, 郭晴晴, 有机化学, 2010, 30, 569.)
[10] (a) Liu, X. H.; Pan, L.; Ma, Y.; Weng, J. Q.; Tan, C. X.; Li, Y. H.; Shi, Y. X.; Li, B. J.; Li, Z. M.; Zhang, Y. G. Chem. Biol. Drug Des. 2011, 78, 689.
(b) Liu, X. H.; Weng, J. Q.; Tan, C. X. Asian J. Chem. 2011, 23, 4064.
[11] He, F. Q.; Liu, X. H.; Wang, B. L.; Li, Z. M. Heteroat. Chem. 2008, 19, 21.
[12] Guo, Y. B.; Liu, H. B.; Xu, M. Chin. J. Org. Chem. 2012, 32, 413 (in Chinese).
(郭永彪, 刘海波, 许明, 有机化学, 2012, 32, 413.)
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