Abstract: Eighteen N-substituted phenyl-2-acyloxycyclohexylsulfonamides (III) were designed and synthesized by the reaction of N-substituted phenyl-2-hydroxyl- cycloalkylsulfonamides (I, R1) with acyl chloride (II, R2) in dichloromethane under the catalysis of TMEDA and molecular sieve. High fungicidal active compound N-(2,4,5-trichlorophenyl)-2-(2-ethoxyacetoxy) cyclohexylsulfonamide (III-18) was screened out. Mycelia growth assay against the Botrytis cinerea exhibited that EC50 and EC80 of compound III-18 were 4.17 and 17.15 μg mL−1 respectively, which was better than the commercial fungicide procymidone (EC50 = 4.46 μg mL−1 and EC80 = 35.02 μg mL−1). For in vivo activity against B. cinerea in living leaf of cucumber, the control effect of compound III-18 was better than the fungicide cyprodinil. In addition, this new compound had broader fungicidal spectra than chlorothalonil.
Keywords: 2-acyloxycycloalkylsulfonamides; Botrytis cinerea; anti-fungal spectra; structure-activity relationship
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Li, X.; Cui, Z.; Chen, X.; Wu, D.; Qi, Z.; Ji, M. Synthesis of 2-Acyloxycyclohexylsulfonamides and Evaluation on Their Fungicidal Activity. Int. J. Mol. Sci. 2013, 14, 22544-22557.
Li X, Cui Z, Chen X, Wu D, Qi Z, Ji M. Synthesis of 2-Acyloxycyclohexylsulfonamides and Evaluation on Their Fungicidal Activity. International Journal of Molecular Sciences. 2013; 14(11):22544-22557.
Li, Xinghai; Cui, Zining; Chen, Xiaoyuan; Wu, Decai; Qi, Zhiqiu; Ji, Mingshan. 2013. "Synthesis of 2-Acyloxycyclohexylsulfonamides and Evaluation on Their Fungicidal Activity." Int. J. Mol. Sci. 14, no. 11: 22544-22557.