Synthesis and fungicidal activities of a novel series of 4-[3-(Pyrid-4-yl)-3-substituted phenyl acryloyl] morpholine

In searching for novel and high active fungicides with pyridyl moiety, with Dimethomorph as a model compound and isonicotinic acid as the main starting material, twenty-seven title compounds were designed and synthesized through chlorination, Friedel-Crafts acylation, Wittig-Horner reaction and other steps. All the target structures were confirmed via H-1 NMR and elementary analysis. In the preliminary fungicidal evaluation, all the compounds exhibit a significant inhibiting activity against Rhizoctonia solanti Kuhn and Phytophthora drechsler Tucker. Among them, the EC50 values of compounds 4-20, 4-21 and 4-22 to Rhizoctonia solani Kuhn were 28. 94, 5. 27 and 0. 87 mu g/mL, respectively, compared to 1. 54 mu g/mL of Carbendazim and 60. 95 mu g/mL of Dimethomorph; and to Phytophthora drechsler Tucker were 0. 33, 0. 27 and 0. 09 mu/mL, respectively, compared to 20. 39 mu/mL of Chlorothalonil and 0. 24 mu g/mL of Dimethomorph. The results suggest that they might be valuable in the control of plant diseases.