Aminopropenoates as fungicides

An aminopropenoate of formula (I)

• in which
• R represents one of the following groups RA, RB or RC
• n represents 0, 1, 2, 3 or 4,
• m represents 1, 2, 3 or 4,
• t represents 0 or 1,
• Y1 represents S, O or NR5,
• Y2 represents O, S or NR6,
• Y3 represents S, O or NR8,
• Y4 represents a bond or O, S or NR9,
• Y5 represents SO or SO2,
• in case that Y2 represents NR6, then R6 and R1 together with the nitrogen atom to which they are linked may form a 5- to 7-membered, saturated or unsaturated, carbo- or heterocycle comprising up to 3 heteroatoms, which cycle may also include one of the groups C(═O) and C(═S),
• in case that Y4 represents NR9, then R9 and R7 together with the nitrogen atom to which they are linked may form a 5- to 7-membered, saturated or unsaturated, carbo- or heterocycle comprising up to 3 heteroatoms, which cycle may also include one of the groups C(═O) and C(═S),
• R1 represents hydrogen, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkenyl, C2-C8-alkynyl, C3-C8-cycloalkyl-C1-C8-alkyl, C2-C8-alkenyl-C1-C8-alkyl, C2-C8-alkynyl-C1-C8-alkyl, C1-C8-halogeno-C3-C8-cycloalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyl, C1-C8-alkoxy-C1-C8-alkyl, C3-C8-cycloalkoxy-C1-C8-alkyl, C1-C8-halogenoalkoxy-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkyl, C1-C8-alkylamino-C1-C8-alkyl, C1-C8-halogenoalkylamino-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkyl, C1-C8-trialkylsilyl, C1-C8-trialkylsilyl-C1-C8-alkyl, benzotriazolyl, aryl-C3-C8-cycloalkyl which can be substituted by up to 5 groups Q;
• and, provided that when Y2 does not represent NH, R1 can also represent aryl which can be substituted by up to 5 groups Q, or aryl-C1-C8-alkyl which can be substituted by up to 5 groups Q;
• Het represents one of the heterocycles Het 48 to Het 50:
• R2 and R3, which can be the same or different, independently of one another represent hydrogen, halogen, CN, NH2, NO2, C1-C8-alkyl, C1-C8-hydroxyalkyl, C3-C8-cycloalkyl, C3-C8-halogenocycloalkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkyl, C2-C8-alkenyl, C2-C8-halogenoalkenyl comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkynyl, C2-C8-alkenyl-C1-C8-alkyl, C2-C8-alkynyl-C1-C8-alkyl, C3-C8-halogeno-cycloalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyl, C1-C8-alkoxy-C1-C8-alkyl, C1-C8-alkoxy-C2-C8-alkenyl, C1-C8-alkoxy-C1-C8-alkynyl, C3-C8-cycloalkoxy-C1-C8-alkyl, C1-C8-halogenoalkoxy-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkyl, C1-C8alkylsulfinyl-C1-C8-alkyl, C1-C8-alkylsulfonyl-C1-C8-alkyl, amino-C1-C8-alkyl, C1-C8-alkylamino-C1-C8-alkyl, di-(C1-C8-alkyl)amino-C1-C8-alkyl, C1-C8-halogenoalkylamino-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkyl, C1-C8-trialkylsilyl-C1-C8-alkyl, C1-C8-trialkylsilyl, phenyl which can be substituted by up to 5 groups Q, or phenyl-C2-C4-alkynyl, which can be substituted in the phenyl moiety by up to 5 groups Q,
• R2 and R3 also together with the carbon atom to which they are linked can form a C3-C7-cycloalkyl, which may be substituted by 1 to 4 identical or different substituents selected from halogen, OH, C1-C4-alkyl, C1-C4-halogenoalkyl, C1-C4-alkoxy, alkylthio or phenyl, or can form a C5-C10-bicycloalkyl, a 2,3-dihydro-1H-indene-1-yl or a decahydronaphthalenyl,
• R4 represents aryl or a heterocycle E 1 to E 144:
• R4 also represents hydrogen or halogen when n represents 1, 2, 3 or 4,
• R5 represents hydrogen, OH, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkyl, C2-C8-alkenyl-C1-C8-alkyl, C2-C8-alkynyl-C1-C8-alkyl, halogeno-C3-C8-cycloalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyl, C1-C8-alkoxy-C1-C8-alkyl, C3-C8-cycloalkoxy-C1-C8-alkyl, C1-C8-halogenoalkoxy-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkyl, C1-C8-alkylamino-C1-C8-alkyl, C1-C8-halogenoalkylamino-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkyl, C1-C8-trialkylsilyl-C1-C8-alkyl, aryl which can be substituted by up to 5 groups Q, aryl-C1-C8-alkyl which can be substituted by up to 5 groups Q, or aryl-C3-C8-cycloalkyl which can be substituted by up to 5 groups Q;
• R6 represents hydrogen, OH, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkyl, C2-C8-alkenyl-C1-C8-alkyl, C2-C8-alkynyl-C1-C8-alkyl, halogeno-C3-C8-cycloalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyl, C1-C8-alkoxy-C1-C8-alkyl, C3-C8-cycloalkoxy-C1-C8-alkyl, C1-C8-halogenoalkoxy-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkyl, C1-C8-alkylamino-C1-C8-alkyl, C1-C8-halogenoalkylamino-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkyl, C1-C8-trialkylsilyl-C1-C8-alkyl, C1-C8-alkoxy, C3-C8-cycloalkoxy, C1-C8-halogenoalkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkoxy, C2-C8-alkenyl-C1-C8-alkoxy, C2-C8-alkynyl-C1-C8-alkoxy, C1-C8-halogeno-C3-C8-cycloalkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyloxy, C1-C8-alkoxy-C1-C8-alkoxy, C3-C8-cycloalkoxy-C1-C8-alkoxy, C1-C8-halogenoalkoxy-C1-C8-alkoxy comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkoxy, C1-C8-alkylamino-C1-C8-alkoxy, C1-C8-halogenoalkylamino-C1-C8-alkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkoxy, C1-C8-trialkylsilyl-C1-C8-alkoxy, aryloxy which can be substituted by up to 5 groups Q, benzyloxy which can be substituted by up to 5 groups Q, C1-C8-alkylamino, (C1-C8-alkyl)carbonylamino, C3-C8-cycloalkylamino, C1-C8-halogenoalkylamino comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkylamino, C2-C8-alkenyl-C1-C8-alkylamino, C2-C8-alkynyl-C1-C8-alkylamino, halogeno-C3-C8-cycloalkylamino comprising up to 9 halogen atoms which can be the same or different, arylamino which can be substituted by up to 5 groups Q, benzylamino which can be substituted by up to 5 groups Q, or aryl-C3-C8-cycloalkyl which can be substituted by up to 5 groups Q;
• R7 represents hydrogen, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, C2-C8-alkenyl-C1-C8-alkyl, C2-C8-alkynyl-C1-C8-alkyl, halogeno-C3-C8-cycloalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyl, C1-C8-alkoxy-C1-C8-alkyl, C3-C8-cycloalkoxy-C1-C8-alkyl, C1-C8-halogenoalkoxy-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkyl, C1-C8-alkylamino-C1-C8-alkyl, C1-C8-halogenoalkylamino-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkyl, C1-C8-trialkylsilyl-C1-C8-alkyl, phenyl or naphthyl, each of which can be substituted by up to 5 groups Q, benzyl which can be substituted by up to 5 groups Q, or phenyl-C1-C2-alkylimino,
• R7 also represents CN, if R is RB, t is 0 and Y4 is a bond,
• R8 represents hydrogen, OH, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkyl, C2-C8-alkenyl-C1-C8-alkyl, C2-C8-alkynyl-C1-C8-alkyl, C1-C8-halogeno-C3-C8-cycloalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyl, C1-C8-alkoxy-C1-C8-alkyl, C1-C8-cycloalkoxy-C1-C8-alkyl, C1-C8-halogenoalkoxy-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkyl, C1-C8-alkylamino-C1-C8-alkyl, C1-C8-halogenoalkylamino-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkyl, C1-C8-trialkylsilyl-C1-C8-alkyl, phenyl which can be substituted by up to 5 groups Q, benzyl which can be substituted by up to 5 groups Q;
• C1-C8-alkoxy, C3-C8-cycloalkoxy, C1-C8-halogenoalkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkoxy, C2-C8-alkenyl-C1-C8-alkoxy, C2-C8-alkynyl-C1-C8-alkoxy, C1-C8-halogeno-C3-C8-cycloalkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyloxy, C1-C8-alkoxy-C1-C8-alkoxy, C3-C8-cycloalkoxy-C1-C8-alkoxy, C1-C8-halogenoalkoxy-C1-C8-alkoxy comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkoxy, C1-C8-alkylamino-C1-C8-alkoxy, C1-C8-halogenoalkylamino-C1-C8-alkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkoxy, C1-C8-trialkylsilyl-C1-C8-alkoxy, aryloxy which can be substituted by up to 5 groups Q, or benzyloxy which can be substituted by up to 5 groups Q,
• R9 represents hydrogen, OH, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkyl, C2-C8-alkenyl-C1-C8-alkyl, C2-C8-alkynyl-C1-C8-alkyl, C3-C8-halogenocycloalkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyl, C1-C8-alkoxy-C1-C8-alkyl, C3-C8-cycloalkoxy-C1-C8-alkyl, C1-C8-halogenoalkoxy-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkyl, C1-C8-alkylamino-C1-C8-alkyl, C1-C8-halogenoalkylamino-C1-C8-alkyl comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkyl, C1-C8-trialkylsilyl-C1-C8-alkyl, phenyl which can be substituted by up to 5 groups Q, benzyl which can be substituted by up to 5 groups Q;
• C1-C8-alkoxy, C3-C8-cycloalkoxy, C1-C8-halogenoalkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkyl-C1-C8-alkoxy, C2-C8-alkenyl-C1-C8-alkoxy, C2-C8-alkynyl-C1-C8-alkoxy, halogeno-C3-C8-cycloalkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkenyloxy, C1-C8-alkoxy-C1-C8-alkoxy, C3-C8-cycloalkoxy-C1-C8-alkoxy, C1-C8-halogenoalkoxy-C1-C8-alkoxy comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulfanyl-C1-C8-alkoxy, C1-C8-alkylamino-C1-C8-alkoxy, C1-C8-halogenoalkylamino-C1-C8-alkoxy comprising up to 9 halogen atoms which can be the same or different, C3-C8-cycloalkylamino-C1-C8-alkoxy, C1-C8-trialkylsilyl-C1-C8-alkoxy, phenyloxy which can be substituted by up to 5 groups Q, or benzyloxy which can be substituted by up to 5 groups Q,
• Q which can be the same or different, independently represents halogen, CN, NO2, C1-C8-alkyl, C1-C8-alkoxy, C1-C8-alkylsulfanyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-halogenoalkoxy comprising up to 9 halogen atoms which can be the same or different, tri(C1-C8)alkylsilyl or tri(C1-C8)alkylsilyl-C1-C8-alkyl, or two vicinal substituents Q may be —OCH2O—, —OCF2O—, —O(CH2)2O—, —O(CF2)2O— or —N═CH—S—,
• Z1, Z2, Z3, Z4 Z5, Z6, Z7, Z8, Z9, Z10 and Z11, which can be the same or different, independently of one another represent hydrogen, halogen, NO2, CN, OH, SH, NH2, SF5, C1-C8-alkyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different and optionally in addition one hydroxy group, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkoxy, C1-C8-halogenoalkoxy comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkoxy-C1-C8-alkyl, C1-C8-alkylsulfanyl, C1-C8-halogenoalkylsulfanyl comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkenyl, C2-C8-halogenoalkenyl comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkynyl, C2-C8-halogenoalkynyl comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkenyloxy, C2-C8-halogenoalkenyloxy comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkynyloxy, C2-C8-halogenoalkynyloxy comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkenylsulfanyl, C2-C8-alkynylsulfanyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C8-alkyl, C3-C7-halogenocyclo-alkyl comprising up to 9 halogen atoms which can be the same or different, formyl, formyloxy, formylamino, carbamoyl, N-hydroxycarbamoyl, (hydroxyimino)-C1-C8-alkyl, C1-C8-alkylcarbonyl, C1-C8-halogenoalkylcarbonyl comprising up to 9 halogen atoms which can be the same or different, (C3-C7-cycloalkyl)carbonyl, C1-C8-alkylcarbamoyl, di-C1-C8-alkylcarbamoyl, N—C1-C8-alkoxycarbamoyl, C1-C8-alkoxycarbamoyl, N—C1-C8-alkyl-C1-C8-alkoxycarbamoyl, C1-C8-alkoxycarbonyl, C1-C8-halogenoalkoxy-carbonyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylaminocarbonyl, di-(C1-C8-alkyl)aminocarbonyl, C1-C8-alkylcarbonyloxy, C1-C8-halogenoalkylcarbonyloxy comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylcarbonylamino, C1-C8-halogenoalkylcarbonylamino comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylaminocarbonyloxy, di-(C1-C8-alkyl)aminocarbonyloxy, C1-C8-alkoxycarbonyloxy, C1-C8-alkylsulphinyl, C1-C8-halogenoalkylsulphinyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylsulphonyl, C1-C8-halogenoalkylsulphonyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkoxyimino, (C1-C8-alkylimino)-C1-C8-alkyl, (C1-C8alkoxyimino)-C1-C8-alkyl, (C1-C8-alkenyloxyimino)-C1-C8-alkyl, (C2-C8-alkynyloxyimino)-C1-C8-alkyl, a (benzyloxyimino)-C1-C8-alkyl, tri-(C1-C8-alkyl)silyl, tri(C1-C8-alkyl)silyl-C1-C8-alkyl, benzyloxy which can be substituted by up to 5 groups Q, benzylsulfanyl which can be substituted by up to 5 groups Q, benzylamino which can be substituted by up to 5 groups Q, phenyl which can be substituted by up to 5 groups Q, naphthyl which can be substituted by up to 6 groups Q, phenoxy which can be substituted by up to 5 groups Q, phenylamino which can be substituted by up to 5 groups Q, phenylsulfanyl which can be substituted by up to 5 groups Q, or phenylmethylene which can be substituted by up to 5 groups Q,
• or two vicinal substituents Z together with the consecutive carbon atoms to which they are linked form a 5- or 6-membered, saturated or unsaturated, carbo- or heterocycle comprising up to 3 heteroatoms, which can be substituted by up to four groups Q which can be the same or different and the other substituents Z as defined above,
• or two geminal substituents Z together with the carbon atom to which they are linked can also be fused to represent C(═O);
• C(═S), or C3-C9-cycloalkyl;
• G1 and G2 which can be the same or different, independently of one another represent hydrogen, CN, OH, NH2, C1-C8-alkyl, C1-C8-halogenoalkyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkoxy, C1-C8-halogenoalkoxy comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkoxy-C1-C8-alkyl, C2-C8-alkenyl, C2-C8-halogenoalkenyl comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkynyl, C2-C8-halogenoalkynyl comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkenyloxy, C2-C8-halogenoalkenyloxy comprising up to 9 halogen atoms which can be the same or different, C2-C8-alkynyloxy, C2-C8-halogenoalkynyloxy comprising up to 9 halogen atoms which can be the same or different, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C8-alkyl, C1-C7-halogenocycloalkyl comprising up to 9 halogen atoms which can be the same or different, formyl, carbamoyl, (hydroxyimino)-C1-C8-alkyl, C1-C8-alkylcarbonyl, C1-C8-halogenoalkylcarbonyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylcarbamoyl, C1-C8-alkoxycarbonyl, C1-C8-halogenoalkoxycarbonyl comprising up to 9 halogen atoms which can be the same or different, C1-C8-alkylaminocarbonyl, di-C1-C8-alkylaminocarbonyl, C1-C8-alkylsulphonyl, C1-C8-halogenoalkylsulphonyl comprising up to 9 halogen atoms which can be the same or different, (C1-C8-alkoxyimino)-C1-C8-alkyl, (C1-C8-alkenyloxyimino)-C1-C8-alkyl, (C2-C8-alkynyloxyimino)-C1-C8-alkyl, (benzyloxyimino)-C1-C8-alkyl, tri(C1-C8-alkyl)silyl, tri(C1-C8-alkyl)silyl-C1-C8-alkyl, benzyloxy which can be substituted by up to 5 groups Q, benzylamino which can be substituted by up to 5 groups Q, phenyl which can be substituted by up to 5 groups Q;
• naphthyl which can be substituted by up to 6 groups Q, phenoxy which can be substituted by up to 5 groups Q, phenylamino which can be substituted by up to 5 groups Q, or phenylmethylene which can be substituted by up to 5 groups Q,
• provided that
• when n represents 1 then R2, R3 and R4 do not represent simultaneously a hydrogen atom,
• or a salt, N-oxide, metallic complex, metalloidic complex or an optically active or geometric isomer thereof.