Saturated and insaturated bi- or tricyclic aryloxyacetamine derivatives and their use as fungicides

A compound of the general formula (1)

• wherein
• Ar is a radical of the formula
• wherein
• R′ is hydrogen, halogen, C1-4alkyl, C2-4alkenyl, C2-4alkynyl, trialkylsilylethynyl or 3-hydroxy-3-methyl-but-1-yn-1-yl, and
• R″ and R′″, independently of each other, are hydrogen, C1-3alkyl or halogen, or
• Ar is a radical of the formula
• wherein
• R′ is hydrogen, halogen, C1-4alkyl or C2-4alkynyl, and
• R″ and R′″, independently of each other, are hydrogen, methyl, ethyl or halogen,
• L is O or S;
• R1 is C1-4 alkyl, haloC1-4alkyl or C3-4cycloalkyl, or C1-4alkoxy, halo(C1-4)alkoxy or C3-4cycloalkoxy, or C1-4alkylthio, C1-4alkylsulphinyl or C1-4alkylsulphonyl, or halo(C1-4)alkylthio, halo(C1-4)alkylsulphinyl or halo(C1-4)alkylsulphonyl, or C3-4cyclo-alkylthio, C3-4cycloalkylsulphinyl or C3-4cycloalkylsulphonyl;
• R2 is hydrogen, C1-8alkyl, C3-4cycloalkyl, C2-8alkenyl, cyano(C1-4)alkyl, C1-4alkoxy(C1-4)-alkyl, C1-4alkoxy(C1-4)alkoxy(C1-4)alkyl or benzyloxy(C1-4alkyl, in which the phenyl ring of the benzyl moiety is optionally substituted with C1-4alkoxy;
• Ra is hydrogen or methyl, and Rb is hydrogen, methyl, cyano, ethynyl, methoxymethyl, allyloxymethyl or propargyloxymethyl,
• Rc and Rd, independently of each other, are hydrogen, C1-4 alkyl, halogen, cyano, hydroxy, C1-4alkoxy or C1-4alkoxycarbonyl, or
• Ra together with Rb, or Rc together with Rd may join to form together with the carbon atoms to which they are attached a 3 to 6 membered carbocyclic or heterocyclic ring containing a heteroatom selected from sulfur, oxygen, nitrogen and NRo, wherein Ro is hydrogen or optionally substituted C1-4alkyl,
• Re is hydrogen or C1-4 alkyl, phenyl, benzyl, thienylmethyl or pyridylmethyl,
• R3 is hydrogen, optionally substituted C1-6alkyl, optionally substituted C3-6cycloalkyl which optionally contains a heteratom selected from oxygen, sulphur or nitrogen, optionally substituted C2-4alkenyl, optionally substituted C2-6alkynyl, C1-4alkoxy(C1-4)alkyl, C3-5alkenyloxy(C1-4)alkyl, C3-5alkynyloxy(C1-4)alkyl, optionally substituted aryl or optionally substituted heteroaryl,
• m is 1,
• n is 0, 1 or 2, and
• salts and N-oxides of the compounds of the formula (1),
• with the proviso that when Ar is a quinolin-6-yl group and R1 is C1-4alkylthio, C1-4alkyl-sulphinyl or C1-4alkylsulphonyl, or halo(C1-4)alkylthio, halo(C1-4)alkylsulphinyl or halo(C1-4)alkylsulphonyl, or C3-4cycloalkylthio, C3-4cyclo-alkylsulphinyl or C3-4cycloalkylsulphonyl, then the position 7 of the quinolin-6-yl is unsubstituted.