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

作　　者：LI Yan LIU Jie ZHOU Ye-bing ZHANG Hong-quan CHEN Zu-xin LIU Zhao-jie 

机构地区：[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

出　　处：《Chemical Research in Chinese Universities》2006年第1期45-50,共6页高等学校化学研究（英文版）

基　　金：SupportedbytheNationalNaturalScienceFoundation(No.20101001)andtheNaturalScienceFoundationofHubeiProvince(No.2002AB091).

摘　　要：（E） -α- （ Methoxyimi no ） -2 - [ 1-（aryloxy） methyl ]-benzeneacetates, the analogues of Kresoxim-methyl, were ste- rcoselectively 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.（E） -α- （ Methoxyimi no ） -2 - [ 1-（aryloxy） methyl ]-benzeneacetates, the analogues of Kresoxim-methyl, were ste- rcoselectively 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.

关 键 词：KRESOXIM-METHYL FUNGICIDE Stereoselective coupling reaction Strobilufin 

分 类 号：R978.1[医药卫生—药品] R914[医药卫生—药学]