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Synthesis, Crystal Structure and Fungicidal Activities of New Type Oxazolidinone-Based Strobilurin Analogues

  • Li, Yuhao (Department of Applied Chemistry, College of Science, Nanjing University of Technology) ;
  • Liu, Rui (Department of Applied Chemistry, College of Science, Nanjing University of Technology) ;
  • Yan, Zhangwei (Department of Applied Chemistry, College of Science, Nanjing University of Technology) ;
  • Zhang, Xiangning (Jiangsu Pesticide Research Institute Co. Ltd.) ;
  • Zhu, Hongjun (Department of Applied Chemistry, College of Science, Nanjing University of Technology)
  • Received : 2010.06.07
  • Accepted : 2010.09.15
  • Published : 2010.11.20

Abstract

A series of oxazolidinone-based strobilurin analogues were efficiently synthesized by the reaction of 3-(2-bromomethylphenyl) oxazolidin-2-one with 1-substituted phenyl-2H-pyrazolin-3-one. Their structures were confirmed and characterized by $^1H$-NMR, $^{13}C$-NMR, elemental analysis, and mass spectroscopy. In addition, the crystal structure of the target compound 3-(2-((1-phenyl-2H-pyrazol-3-yloxy)methyl)phenyl) oxazolidin-2-one was determined by single crystal X-ray diffraction. The bioassay results of these compounds indicated that some of the oxazolidin-2-one derivatives containing N-substituted phenyl 2H-pyrazol ring exhibited potential in vivo fungicidal activities against M. grisea at the dosage of $1\;g\;L^{-1}$.

Keywords

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