Synthesis, herbicidal, fungicidal and insecticidal evaluation of 3-(dichlorophenyl)- isocoumarins and (±)-3-(dichlorophenyl)-3,4-dihydroisocoumarins

Journal of the Brazilian Chemical Society

Liu, Xiu-Feng¹  Liu, Bin¹  Nankai University¹  Quaid-I-Azam University, Islamabad, Pakistan¹  Rama, Nasim Hasan¹  Fan, Zhi-Jin¹  Qadeer, Ghulam¹ 

关键词: 3-(dichlorophenyl)isocoumarins;    (±)-3-(dichlorophenyl)-3;    4- dihydroisocoumarin;    herbicide;    fungicide;    insecticide;   

DOI  :  10.1590/S0103-50532007000600011

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

This is the first report showing that 3-(dichlorophenyl)isocoumarins and (±)-3,4-dihydroisocoumarins are plant and plant fungus growth inhibitors. 3-Dichlorophenylisocoumarins were synthesized by condensation of homophthalic acid with dichlorobenzoyl chlorides. The alkaline hydrolysis of these isocoumarins afforded keto acids. Racemic 3-(Dichlorophenyl)-3,4-dihydroisocoumarins were obtained by reduction of keto acids to racemic hydroxy acids, followed by cyclodehydration using acetic anhydride. The herbicidal, fungicidal and insecticidal activities of the synthesized compounds have been evaluated. Some of the synthesized compounds show excellent herbicidal and fungicidal activities but none of the synthesized compounds presented any insecticidal effects on the test insects. The findings of this study suggest that isocoumarins and related compounds may serve as lead compounds towards the design of bioactive herbicides and fungicides.

【 授权许可】

Unknown