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Synthesis and fungicidal activity of novel 6H-benzimidazo[1,2-c][1,3]benzoxazin-6-ones

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Chemistry of Heterocyclic Compounds Aims and scope

A series of 6H-benzimidazo[1,2-c][1,3]benzoxazin-6-one derivatives were synthesized in moderate to good yield by reaction of 2-(1H-benzimidazol-2-yl)phenols with triphosgene, and the structures of the target compounds were characterized by NMR, IR, and HRMS methods. The fungicidal activity of the compounds was evaluated at 50 μg/ml concentration, and unsubstituted 6H-benzimidazo-[1,2-c][1,3]benzoxazin-6-one showed 75.1% activity against Sclerotinia sclerotium, which was higher than that of chlorothalonil.

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This work was supported by the National Natural Science Foundation of China (No. 21877034, 21372070) and the Scientific Research Fund of Hunan Provincial Education Department (No. 17A066).

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Authors and Affiliations

  1. Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hunan University of Science and Technology, Xiangtan, 411201, China

    Yuhuan Tan, Zilong Tang, Caixia Ma & Yinchun Jiao

  2. School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, 411201, China

    Yuhuan Tan & Zilong Tang

Authors
  1. Yuhuan Tan
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  2. Zilong Tang
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  3. Caixia Ma
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  4. Yinchun Jiao
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Correspondence to Zilong Tang.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(5), 581–587

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Tan, Y., Tang, Z., Ma, C. et al. Synthesis and fungicidal activity of novel 6H-benzimidazo[1,2-c][1,3]benzoxazin-6-ones. Chem Heterocycl Comp 57, 581–587 (2021). https://doi.org/10.1007/s10593-021-02946-y

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  • DOI: https://doi.org/10.1007/s10593-021-02946-y

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