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Synthesis and Antifungal Activity of 3-substituted 5-ferrocenyl-1H-pyrazoles

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Chemistry of Heterocyclic Compounds Aims and scope

A convenient method for the selective synthesis of functionalized 3-substituted 5-ferrocenyl-1H-pyrazoles has been developed. Condensation reaction of α,β-unsaturated ferrocenyl ketones and tosylhydrazine in the presence of catalytic amount of iron(III) phthalocyanine chloride allowed to obtain nine new 3-substituted 5-ferrocenyl-1H-pyrazoles. The synthesized products were evaluated for their antifungal activity against Gibberella nicotiancola, Fusarium oxysporum f. sp. niveum, and Gibberella saubinetii. Most of the compounds exhibited excellent antifungal activity.

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The financial support by the National Natural Science Foundation of China (project 21703171), the Foundation of Shaanxi Educational Committee (project 2013JK0975), and the Natural Science Basic Research Plan in Shaanxi Province of China (project 2018JQ2043) is gratefully acknowledged.

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Authors and Affiliations

  1. Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, 1 Xuefu Ave., Guodu, Chang’an District, Xi’an, 710127, Shaanxi, China

    Man Ge, Hailian Huang, Xiaofeng Gou, Chengwen Hua, Bang Chen & Junlong Zhao

  2. College of Science, Xi’an University of Architecture and Technology, 13 Yanta Rd., Xi’an, 710055, Shaanxi, China

    Man Ge

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  1. Man Ge
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  2. Hailian Huang
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  3. Xiaofeng Gou
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  4. Chengwen Hua
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  5. Bang Chen
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  6. Junlong Zhao
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Correspondence to Junlong Zhao.

Additional information

The Supplementary information file, containing 1H and 13C NMR spectroscopic data of compounds 2a–i and results of X-ray crystallographic analysis of compound 2g, is available at the journal website at http://link.springer.com/journal/10593.

Published in Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(10), 951–955

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Ge, M., Huang, H., Gou, X. et al. Synthesis and Antifungal Activity of 3-substituted 5-ferrocenyl-1H-pyrazoles. Chem Heterocycl Comp 54, 951–955 (2018). https://doi.org/10.1007/s10593-018-2379-7

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