Abstract:
Verbenone was prepared by the selective oxidation of α-pinene at first. Then, twenty-two novel verbenone-based oxime sulfonate compounds( 4a - 4v )were synthesized by the oximation and O-sulfonylation reaction of the carbonyl group in verbenone. The target compounds were analyzed and characterized by FT-IR,1H NMR,13C NMR, and ESI-MS. Antifungal activity test showed that, at the mass concentration of 50 mg/L, the target compounds exhibited certain inhibition activity against the eight tested fungi. Inhibition rate of verbenone-based n-butyl oxime sulfonate( 4u ,R=(CH2)3CH3) against Rhizoctonia solani was 83.2%,inhibition rate of verbenone-based 2,4-difluorophenyl oxime sulfonate( 4d ,R=2,4-FPh) against Fusarium graminearum was 89.6% (better than the positive control chlorothalonil),and inhibition rate of verbenone-based p-nitrophenyl oxime sulfonate( 4n ,R=p-NO2Ph)and 4u (R=(CH2)3CH3) against Cercospora arachidicola was 72.5%。