(E)-α-氧代环十二酮肟醚的合成及其杀菌活性

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

摘要: 由环十二酮先后经肟化和醚化反应合成了一系列(E)-α-氧代环十二酮肟醚,收率59%~92%。其结构经IR,1H NMR,13C NMR确证。以化合物5o为代表,通过单晶X-衍射分析确证了其构型为E式。生物测定结果表明,多数化合物对蔬菜苗期立枯病菌、黄瓜黑星病菌、黄瓜炭疽病菌、瓜类灰霉病菌,棉花枯萎病菌和芦笋茎枯病菌的生长有良好的抑制活性。如5k对上述6种病原菌的EC50值分别为13、9、12、19、14、3mg/L。

Abstract: 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.