Synthesis and Fungicidal Activities of (E)-α-Oxocyclododecanone Oxime Ethers

A series of(E)-α-oxocyclododecanone oxime ethers(5) were synthesized by oximation of cyclododecanone followed by etherification in yields of 59%~92%.Their structures were confirmed by IR,1H NMR,13C NMR and elemental analysis.The(E)-configuration was confirmed by single crystal X-ray diffraction analysis of a representative compound(5o).Bioassay results showed that most of the title compounds present good fungicidal activities against Rhizoctonia solani,Cladosporium cucumerinum,Colletotrichum orbiculare,Botrytis cinerea,Fusarium oxysporum and Phomopsis asparagi.For example,the EC_50 values of 5k against mentioned-above six fungi were 13,9,12,19,14,3 mg/L,respectively.