| abstract |
Compounds of formula (1)n wherein nR¹ to R⁴ are independently: nH, halo, I, (C₁-C₄) alkyl, branched (C₃-C₄) alkyl, halo (C₁-C₄) alkyl, (C₁-C₄) alkoxy, halo (C₁-C₄) alkoxy, NO₂, or NH₂, at least two of R¹ to R⁴ being H, none of X and Y is N and the other is CR⁵, or both X and Y are CR⁵, nR⁵ is H, CH₃, or Cl; nZ is O, NR⁶, S, SO, SO₂, or CR⁷R⁸; nR⁶ is H, (C₁-C₄) alkyl, or (C₂-C₄) acyl; nR⁷ and R⁸ are independently H, (C₁-C₄) alkyl, branched (C₃-C₄) alkyl, or (C₁-C₄) acyl, or R⁷ and R⁸ combine to form a saturated or unsaturated carbocyclic ring containing three to seven carbon atoms or one of R⁷ and R⁸ can combine with one of R⁹ and R¹⁰ to form a double bond; nR⁹ and R¹⁰ are independently H, (C₁-C₃) alkyl, phenyl, substituted phenyl, (C₃-C₈) cycloalkyl, hydroxy, halo, I, or acetyl, or R⁹ and R¹⁰ combine to form a saturated or unsaturated carbocyclic ring containing three to seven carbon atoms; and n Ar is (C₃-C₈) cycloalkyl, nsubstituted (C₃-C₈) cycloalkyl, n(C₃-C₈) cycloalkenyl, nnaphthyl, ndihydronaphthyl, ntetrahydronaphthyl, ndecahydronaphthyl, n1,3-benzodioxolyl, nfluorenyl, npyridyl, n2,3-dihydro-1,4-benzodioxin-2-yl, nfuryl optionally substituted with halo, I, CF₃, CN, NO₂, (C₁-C₄) alkyl, branched (C₃-C₄) alkyl, phenyl, or (C₁-C₄) alkoxy, nthienyl optionally substituted with halo, I, CF₃, CN, NO₂, (C₁-C₄) alkyl, branched (C₃-C₄) alkyl, phenyl, or (C₁-C₄) alkoxy, na group of the formula (2) or (2a)n wherein R¹¹ is H, halo, I, CF₃, CN, NO₂, (C₁-C₄) alkyl, branched (C₃-C₄) alkyl, phenyl, or (C₁-C₄) alkoxy, F is N or CH and G is O, NR²⁰, or CH₂, provided that F is N or G is NR²⁰, where R²⁰ is H, (C₁-C₄) alkyl, (C₁-C₄) acyl, phenylsulfonyl, or substituted phenylsulfonyl; n a group of the formula (3)n wherein nR¹² to R¹⁶ are independently H, halo, I, (C₁-C₁₀) alkyl, branched (C₃-C₆) alkyl, halo (C₁-C₄) alkyl, (C₁-C₄) alkoxy, halo (C₁-C₄) alkoxy, phenoxy, substituted phenoxy, phenyl, substituted phenyl, phenylthio, or substituted phenylthio, NO₂, NH₂, acetoxy, OH, CN, or SiR¹⁷R¹⁸R¹⁹, or OSiR¹⁷R¹⁸R¹⁹, where R¹⁷, R¹⁸, and R¹⁹ are independently C₁-C₄ alkyl, C₁-C₄ branched alkyl, phenyl, or substituted phenyl, provided that unless each of R¹² to R¹⁶ is F, CH₃, or H, then at least two of R¹² to R¹⁶ are H; nor an acid addition salt of a compound of formula (1), or an N-oxide of a compound of formula (1) where Y is CR⁵; nprovided that nif R¹ to R⁴ are all H, X is CR⁵, Y is N, and Z is NR⁶, then Ar is naphthyl or a group of formula (3) wherein one of R¹² to R¹⁶ is phenyl, substituted phenyl, phenoxy, substituted phenoxy, phenylthio, or substituted phenylthio, halo (C₁-C₄) alkyl, or halo (C₁-C₄) alkoxy, are plant fungicides, insecticides, and miticides. |