CRCU

Chemical Research in Chinese Universities ›› 2006, Vol. 22 ›› Issue (1): 45-50.

• Articles • Previous Articles     Next Articles

Stereoselective Syntheses and Biological Properties of (E)-α-(Methoxyimino)-2-[1-(aryloxy)methyl]-benzeneacetates

LI Yan1,2, LIU Jie2, ZHOU Ye-bing2, ZHANG Hong-quan2, CHEN Zu-xin2, LIU Zhao-jie1   

  1. 1. Key Laboratory of Pesticide & Chemical Biology of the Education Ministry of China,Central China Normal University, Wuhan 430079, P.R. China;
    2. Faculty of Chemistry and Materials Science, Hubei University, Wuhan 430062, P.R. China
  • Received:2005-04-07 Online:2006-02-24 Published:2011-08-06
  • Supported by:

    Supported by the National Natural Science Foundation(No. 20101001) and the Natural Science Foundation of Hubei Province(No. 2002AB091).

PDF (PC)

Abstract: (E)-α-(Methoxyimino)-2-[1-(aryloxy)methyl]-benzeneacetates, the analogues of Kresoxim-methyl, were stereoselectively synthesized with the coupling reaction of 2-methylphenyldiazonium chloride and methyl 2-hydroxyiminoacetate in the presence of CuSO4/Na2SO3 as a key step, and it was first found that the coupling reaction could give the key intermediate material(E)- and(Z)-methyl 2-(hydroxyimino)-2-o-tolylacetate with a molar ratio of 14∶1. The(E)-configurations of all these compounds were assigned on the basis of their 2D-NOESY spectra of 1H NMR. The preliminary bioassays indicate that most of the compounds show an activity against a wide variety of fungi.

Key words: Kresoxim-methyl, Fungicide, Stereoselective coupling reaction, Strobilurin