Synthesis And Biological Evaluation Of Novel Purinoxyphenoxypropionate Compounds

Aryloxyphenoxypropionate (APP) derivatives have been found to be one kind of effective herbicides for the control of annual and perennial grasses in broadleaf crops in recent twenty years. The basic structure of APP compounds is shown below:In this thesis, purine ring was designed instead of benzene ring A on the structure of APP based on bioisosterism theory. Herein thirty three purinoxyphenoxypropionate derivatives were designed and synthesized respectively from 6-chloropurine and 6-chloro-4, 5-diaminopyrirnidine.The skeleton structure of the target molecules is shown as follows:The molecular structures of target compounds were confirmed by ~1H NMR, MS and IR.The herbicidal activities of the synthesized compounds have been preliminarily investigated. The results indicated that the inhibition ratios of compands 2c,2f,5i,5k,7a and 7c are higher than 90% in 100 mg/L. Activity of p-substituents on N9-phenyl of purine ring usually results in a better activity than that of m-substituents at the same position. Simultaneously, p-substituents with electron-withdrawing groups are prior to the electron-donor ones. Fungicidal activity tests showed that part of the synthesized compounds have relatively low bioactivity except for compand 7g, which has a highest inhibitive ability of 76% in 100 mg/L.