(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 CuSO_ 4 /Na_ 2 SO_ 3 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 1 H NMR. The preliminary bioassays indicate that most of the compounds show an activity against a wide variety of fungi.
LI YanLIU JieZHOU Ye-bingZHANG Hong-quanCHEN Zu-xinLIU Zhao-jie
