In order to search for novel potent and environmentally benign insecticides,a series of anthranilic diamides containing various fluorinated groups were designed and synthesized.Their structures were confirmed by -1H NMR,-(13)C NMR,-(19)F NMR,elemental analysis,HRMS or mass spectra.Their insecticidal activities against oriental armyworm(Mythimna separata) and diamondback moth(Plutella xyiostella)were evaluated.The preliminary structure-activity relationship(SAR) was discussed in detail.The biological assay indicated that most of the compounds exhibited moderate to excellent insecticidal activities.Especially,Ia showed high larvicidal activity against oriental armyworm.Meanwhile,Iu had better larvicidal effects against diamondback moth than commercial chlorantraniliprole.
A series of novel 1-substituted phenyl or glycosyl 1,2,3-triazoles was designed and synthesized by azide-alkyne 1,3-dipolar cyeloaddition between 4,6-dimethoxy-2-[(4-prop-2-ynyl)piperazin-l-yl]pyrimidine and each of different azides catalysed by in situ generated Cu(I). The O-acyl protecting groups on glycosyl 1,2,3-triazoles were removed by triethylamine in wet methanol. Their chemical structures were established on the basis of corresponding tH NMR, 13C NMR, MS and elemental analysis. The fungicidal activities of target compounds were evaluated in vitro against Fusarium omysporum, Physalospora piricola, Alternaria solani, Phytophthora capsici, Cercospora arachi- dicola and Gibberella zeae at 50 μg/mL. The bioassay results indicate that some of the compounds exhibited mode- rate but promising fungicidal activities. In particular, acetylated glucopyranosyl triazole displayed a good fungicidal activity against Physalospora piricola, which is equal to that of the positive control compound chlorothalonil.
MAO Ming-zhenLI Yu-xinZHOU Yun-yunYANG Xiao-pingZHANG Xiu-lanZHANG XiaoLI Zheng-ming
Thirteen novel phenyl substituted isoxazolecarboxamides were synthesized, and their structures were characterized by IH NMR, elementary analysis and high-resolution mass spectrometry(HRMS) techniques. Their evaluated insecticidal activities against oriental armyworm(Mythimna separata) indicate that the phenyl substituted isoxazolecarboxamides exhibited moderate insecticidal activities, among which compounds 9c and 9k showed com- paratively higher activities.
LIU Peng-feiZHANG Ji-fengYAN TaoXIONG Li-xiaLI Zheng-ming