QUINOLINE,QUINAZOLINE,AND CINNOLINE DERIVATIVES

摘要

Compounds of formula (1) wherein R<1> to R<4> are independently: H, 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 R<1> to R<4> being H, one of X and Y is N and the other is CR<5>, or both X and Y are CR<5>, R<5> is H, CH3, or Cl; Z is O, NR<6>, S, SO, SO2, or CR<7>R<8>; R<6> is H, (C1-C4) alkyl, or (C2-C4) acyl; R<7> and R<8> are independently H, (C1-C4) alkyl, branched (C3-C4) alkyl, or (C1-C4) acyl, or R<7> and R<8> combine to form a saturated or unsaturated carbocyclic ring containing three to seven carbon atoms or one of R<7> and R<8> can combine with one of R<9> and R<1><0> to form a double bond; R<9> and R<1><0> are independently H, (C1-C3) alkyl, phenyl, substituted phenyl, (C3-C8) cycloalkyl, hydroxy, halo, I, or acetyl, or R<9> and R<1><0> combine to form a saturated or unsaturated carbocyclic ring containing three to seven carbon atoms; and Ar is (C3-C8) cycloalkyl, substituted (C3-C8) cycloalkyl, (C3-C8) cycloalkenyl, naphthyl, dihydronaphthyl, tetrahydronaphthyl, decahydronaphthyl, 1,3-benzodioxolyl, fluorenyl, pyridyl, 2,3-dihydro-1,4-benzodioxin-2-yl, furyl optionally substituted with halo, I, CF3, CN, NO2, (C1-C4) alkyl, branched (C3-C4) alkyl, phenyl, or (C1-C4) alkoxy, thienyl optionally substituted with halo, I, CF3, CN, NO2, (C1-C4) alkyl, branched (C3-C4) alkyl, phenyl, or (C1-C4) alkoxy, a group of the formula (2) or (2a) wherein R<1><1> 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, NR<2><0>, or CH2, provided that F is N or G is NR<2><0>, where R<2><0> is H, (C1-C4) alkyl, (C1-C4) acyl, phenylsulfonyl, or substituted phenylsulfonyl; a group of the formula (3) wherein R<1><2> to R<1><6> 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 SiR<1><7>R<1><8>R<1><9>, or OSiR<1><7>R<1><8>R<1><9>, where R<1><7>, R<1><8>, and R<1><9> are independently C1-C4 alkyl, C1-C4 branched alkyl, phenyl, or substituted phenyl, provided that unless each of R<1><2> to R<1><6> is F, CH3, or H, then at least two of R<1><2> to R<1><6> are H; or an acid addition salt of a compound of formula (1), or an N-oxide of a compound of formula (1) where Y is CR<5>; provided that if R<1> to R<4> are all H, X is CR<5>, Y is N, and Z is NR<6>, then Ar is naphthyl or a group of formula (3) wherein one of R<1><2> to R<1><6> 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.