Combinatorial synthesis and fungicidal activity of 2-acyloxycyclohexylsulfonamides

In order to rapidly prepare novel lead compounds of fungicides, 18 N-substituted phenyl-2-hydroxycyclohexylsulfonamides were divided into 8 material libraries (A) basing on the type of substituents on the phenyl ring. In total, 36 compounds in 16 liquid phase combinatorial libraries were obtained by the reaction of A with 2-ethoxyacetyl chloride (B1) or 4-fluorobenzoylchloride (B2). Structure and content of each compound were determined by GC-MS and IR. Activities of combinatorial libraries formed by the reaction of A bearing electron withdrawing group, such as Cl or CF3, on the phenyl ring and B1 were generally higher basing on the mycelial growth rate method of Botrytis cinerea Pers. In particular, A5B1, A6B1 and A7B1 are more active than procymidone. The A6B1 and A7B1 showed similar effect as procymidone in detached leaves of cucumber. Activities of combinatorial libraries were influenced by compound structure, content and quantity and structure was the major parameters.