Synthesis and Bioactivity of Novel Bis‐heterocyclic Compounds Containing Pyrazole and Oxadiazoline

作者：Jinfeng Yang, Hong Cao, Hong Liu, Bing‐Qi Li, Yanmei Ma · 发表于：Journal of the Chinese Chemical Society · 年份：2011 · DOI：10.1002/jccs.201190039 · 被引用次数：25 · 研究领域：Synthesis and biological activity、Fungal Plant Pathogen Control、Multicomponent Synthesis of Heterocycles

Abstract Nucleophilic addition of the starting material 3‐aryl‐1‐phenyl‐4‐formylpyrazoles ( 1∼3 ) and 4‐substituted aryloxyacetyl hydrazine ( 4a∼4e ) afford hydrazone compounds containg pyrazolyl ( 5a∼5e, 6a∼6e, 7a∼7e ) in the ethanol. These adducts were refluxed in Ac 2 O and furnished a series of novel bis‐hetero‐cyclic compounds. ( 8a∼8e, 9a∼9e, 10a∼10e ) via cyclic reaction. The structures of all newly synthesized compounds were established by IR, 1 H NMR, MS and elemental analysis. New compounds conducted preliminary tests of antibacterial activities about Fusarium oxyaporium , Verticillium dahliae , Rhizoctonia solani , Pychium aphanidermatum , Alternaria solani , Sclerotinia sclerotiorum . The results showed that the inhibiting rate of the bis‐heterocyclic compounds ( 8a∼8e, 9a∼9e, 10a∼10e ) was higher than the pyrazolyl hydrazones ( 5a∼5e, 6a∼6e, 7a∼7e ) obviously.