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    • 68. 发明公开
    • QUINOLINE, QUINAZOLINE, AND CINNOLINE FUNGICIDES QUINOLINE, QUINAZOLINE, AND CINNOLINE FUNGICIDES
    • 喹啉,喹唑啉和喹啉酮类喹喔啉,喹唑啉和喹啉类杀菌剂
    • EP0326330A3
    • 1990-08-22
    • EP89300658
    • 1989-01-25
    • ELI LILLY AND COMPANY
    • ARNOLD, WENDELL RAYCOGHLAN, MICHAEL JOSEPHKRUMKALNS, ERIKS VICTORJOURDAN, GLEN PHILSUHR, ROBERT GEORGE
    • A01N43/42A01N43/54A01N43/56A01N43/58A01N43/713C07D215/04C07D215/12C07D215/18C07D215/22C07D215/233C07D215/36C07D215/42C07D215/44C07D215/60C07D221/16C07D237/28C07D239/74C07D239/88C07D239/93C07D239/94C07D401/12C07D405/12
    • C07D215/233A01N43/42A01N43/54A01N43/56A01N43/58A01N43/713C07D215/12C07D215/18C07D215/36C07D215/44C07D215/60C07D221/16C07D237/28C07D239/88C07D401/12C07D405/12
    • Compounds of the formula (1) wherein
      X is CR⁵ or N, where R⁵ is H, Cl, or CH₃;
      Y is CR⁵′ if X is N, and Y is CR⁵′ or N if X is CR⁵, where R⁵′ is H, Cl, or Br;
      Z is O, S, SO, SO₂, NR⁶, where R⁶ is H, (C₁-C₄) alkyl, or (C₁-C₄) acyl, or CR⁷R⁸, where R⁷ and R⁸ are in­ dependently H, (C₁-C₄) acyl, (C₁-C₄) alkyl, (C₁-C₄) alkenyl, (C₂-C₄) alkynyl, CN, or OH, or R⁷ and R⁸ combine to form a carbocyclic rirg containing four to six carbon atoms;
      R¹ to R⁴ are independently H, OH, NO₂, halo, I, (C₁-C₄) alkyl, (C₃-C₄) branched alkyl, (C₁-C₄) alkoxy, halo (C₁-C₄) alkyl, halo (C₁-C₄) alkoxy, or halo (C₁-C₄) alkylthio; or R¹ and R² or R² and R³ combine to form a carbocyclic ring containing 4 to 6 carbon atoms;
      A is


      (a) a C₁-C₁₈ saturated or unsaturated hydro­ carbon chain, straight chain or branched, optionally in­ cluding a hetero atom selected from O, S, SO, SO₂, or Si, and optionally substituted with halo, halo (C₁-C₄) alkoxy, hydroxy, or (C₁-C₄) acyl;
      (b) (C₃-C₈) cycloalkyl or cycloalkenyl;
      (c) a phenyl group of the formula (2) wherein R⁹ to R¹³ are independently H, CN, NO₂, OH, halo, I, (C₁-C₄) alkyl, (C₃-C₄) branched alkyl, (C₂-C₄ ) acyl, halo (C₁-C₄) alkyl, hydroxy (C₁-C₄) alkyl, (C₁-C₄) alkoxy, halo (C₁-C₄) alkoxy, (C₁-C₄) alkylthio, halo (C₁-C₄) alkylthio, phenyl, substituted phenyl, phenoxy, substituted phenoxy, phenylthio, substituted phenylthio, phenyl (C₁-C₄) alkyl, substituted phenyl (C₁-C₄) alkyl, benzoyl, substituted benzoyl, SiR²⁰R²¹R²² or OSiR²⁰R²¹R²², where R²⁰, R²¹, and R²² are H, a C₁-C₆ alkyl group, straight chain or branched, phenyl, or substituted phenyl, provided that at least one of R²⁰, R²¹, and R²² is other than H, or R¹¹ and R¹² or R¹² and R¹³ combine to form a carbo­ cyclic ring, provided that unless all of R⁹ to R¹³ are H or F, then at least two of R⁹ to R¹³ are H;
      (d) a furyl group of formula (3) wherein R¹⁴ is H, halo, halomethyl, CN, NO₂, (C₁-C₄) alkyl, (C₃-C₄) branched alkyl, phenyl, or (C₁-C₄) alkoxy,
      (e) a thienyl group of formula (4) wherein R¹⁵ is H, halo, halomethyl, CN, NO₂, (C₁-C₄) alkyl, (C₃-C₄) branched alkyl, phenyl, or (C₁-C₄) alkoxy;
      (f) a group of formula (5) or (5a) wherein R¹⁶ is H, halo, halomethyl, CN, NO₂, (C₁-C₄) alkyl, (C₃-C₄) branched alkyl, phenyl, substituted phenyl, or (C₁-C₄) alkoxy, and F is N or CH and G is O, NR¹⁹ or CH, provided that either F is N or G is NR¹⁹, where R¹⁹ is H, (C₁-C₄) alkyl, (C₁-C₄) acyl, phenylsulfonyl, or substituted phenylsulfonyl;
      (g) a group selected from 1-naphthyl, substituted 1-naphthyl, 4-pyrazolyl, 3-methyl-4-pyrazolyl, 1,3-benzodioxolyl, tricyclo[3.3.1.1(3,7)]dec-2-yl, 1-(3-chlorophenyl)-1H-tetrazol-5-yl, pyridyl, pyridazinyl, or an acid addition salt of a compound of formula (1), or an N-oxide of a compound of formula (1) where Y is CH; provided Z is CR⁷R⁸ if A is a group des­ cribed in paragraph (d), (e), or (f); and provided that Z is S, SO, or SO₂ if A is a group described in paragraph (a), are plant fungicides.