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A series of novel 5-aryl-1-(aryloxyacetyl)-3-(tert-butyl or phenyl)-4-(1H-1,2,4-triazol-1-yl)-4,5-dihydropyrazole 3a-3n were synthesized by the annulation of 2-aryloxyacetohydrazides with 3-aryl-1-t-butyl(or phenyl)-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-ones(1)in the presence of a catalytic amount of acetic acid.Compounds 2 were obtained by the Knoevenagel reactions of 1-t-butyl(or phenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone(2)with aromatic aldehydes in the presence of piperidine.Their structures were confirmed by IR,1H-NMR,ESIMS,and elemental analyses.The preliminary bioassay indicated that some compounds displayed moderate to excellent fungicidal activity.For example,compounds 31,3m,and 3n possessed100%inhibition against Cercospora arachidicola Hori at the concentration of 50 mg/L.
A series of novel 5-aryl-1- (aryloxyacetyl) -3- (tert-butyl or phenyl) -4- (1H- 1,2,4-triazol- 1 -yl) -4,5-dihydropyrazole 3a- were synthesized by the annulation of 2-aryloxyacetohydrazides with 3-aryl-1-t-butyl (or phenyl) -2- (1H- 1,2,4-triazol- 1 -yl) prop- 2-en-1-ones (1) in the presence of a catalytic amount of acetic acid. Compounds 2 were obtained by the Knoevenagel reactions of 1-t-butyl (or phenyl) -2- (1H-1,2,4-triazol- ethanone (2) with aromatic aldehydes in the presence of piperidine. Their structures were confirmed by IR, 1H-NMR, ESIMS, and elemental analyzes. The preliminary bioassay indicated that some compounds were moderate to excellent fungicidal activity. For example, compounds 31, 3m, and 3n possessed100% inhibition against Cercospora arachidicola Hori at the concentration of 50 mg / L.