SYNTHESIS AND FUNGICIDAL ACTIVITY OF NOVEL 6<i>H</i>-BENZIMIDAZO[1,2-<i>c</i>][1,3]BENZOXAZIN-6-ONES

Authors

  • Yuhuan Tan Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, China School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China
  • Zilong Tang Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, China School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China
  • Caixia Ma Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, China
  • Yinchun Jiao Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, China

DOI:

https://doi.org/10.1007/6061

Keywords:

6H-benzimidazo[1, 2-c][1, 3]benzoxazin-6-ones, substituted 2-(1H-benzimidazol-2-yl)phenols, fungicidal activity, synthesis.

Abstract

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.

Author Biographies

Yuhuan Tan, Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, China School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China

School of Chemistry and Chemical Engineering, Hunan University of Science and Technology

Zilong Tang, Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, China School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China

Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education

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

Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education

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

Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education

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Published

2021-05-26

Issue

Vol. 57 No. 5 (2021)

Section

Original Papers