Heteroaryl compounds for the control of invertebrate pests

A compound of formula I

• wherein
• R1 is H, OR10, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C5-alkoxy, C1-C4-alkyl-C3-C6-cycloalkyl, C1-C4-alkyl-C3-C6-halocycloalkyl, which groups are unsubstituted or partially or fully substituted with R11;
• or C(═N—R11)R12, C(O)R11a;
• R10 is H, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C4-cycloalkyl-C1-C2-alkyl, C3-C4-halocycloalkyl-C1-C2-alkyl, C(O)—C1-C4-alkyl, C(O)—C1-C4-haloalkyl, C(O)—C3-C4-cycloalkyl, C(O)—C3-C4-halocycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with R3a;
• R11 is halogen, CN, NO2, NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3;
• C1-C6-alkyl;
• C1-C6-haloalkyl;
• C2-C6-alkenyl;
• C2-C6-haloalkenyl;
• C2-C6-alkynyl;
• C2-C6-haloalkynyl;
• C3-C4-cycloalkyl-C1-C2-alkyl, which ring is unsubstituted or substituted with 1 or 2 halogen;
• 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, which rings are unsubstituted or substituted with halogen, C1-C3-haloalkyl, and/or CN;
• R11a is NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3;
• C1-C6-haloalkyl;
• C2-C6-alkenyl;
• C2-C6-haloalkenyl;
• C2-C6-alkynyl;
• C2-C6-haloalkynyl;
• C3-C4-cycloalkyl-C1-C2-alkyl, which ring is unsubstituted or substituted with 1 or 2 halogen;
• 3- to 6-membered heterocyclyl, which rings are unsubstituted or substituted with halogen, C1-C3-haloalkyl, and/or CN;
• R12, R13 are independently from each other H, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-haloalkyl, C3-C6-cycloalkyl, C(O)—C1-C4-alkyl, C(O)—C1-C4-haloalkyl, C(O)—C3-C4-cycloalkyl, C(O)—C3-C4-halocycloalkyl, C(O)NH—C1-C4-alkyl, C(O)NH—C1-C4-haloalkyl, C(O)N(C1-C4-alkyl)-C1-C4-alkyl, C(O)N(C1-C4-haloalkyl)-C1-C4-alkyl, C(O)N(C1-C4-haloalkyl)-C1-C4-haloalkyl, C(O)NH—C1-C4-alkoxy, C(O)NH—C1-C4-haloalkoxy, C(O)NH—C1-C4-alkoxy-C1-C4-alkyl, C(O)NH—C1-C4-alkoxy-C1-C4-haloalkyl;
• C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH—C1-C4-alkyl-phenyl, C(O)NH—C1-C4-alkyl-3-6-membered heterocyclyl or 5- or 6-membered hetaryl which rings are unsubstituted or substituted with halogen, C1-C3-haloalkyl, and/or CN;
• S(O)m—C1-C4-haloalkyl, S(O)m—C3-C4-cycloalkyl, S(O)m—C3-C4-halocycloalkyl;
• 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, which rings are unsubstituted or substituted with halogen, C1-C3-haloalkyl, and/or CN;
• or
• or R12 and R13 together with the nitrogen atom to which they are bound, form a 3-, 4-, 5-, 6-, or 7-membered saturated, partially or fully unsaturated heterocycle, which heterocycle may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and C(O) as ring members, and which heterocycle is unsubstituted or substituted with one or more R3a;
• R14 is as defined for R10;
• m is 0, 1, or 2;
• R2 is H, CN, C1-C3-alkyl, C1-C3-haloalkyl, C2-C3-alkynyl;
• R3 is halogen, CN, NO2;
• C1-C4-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-halocycloalkyl, C1-C6-alkenyl, C1-C6-alkynyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, which are unsubstituted or substituted with R3a;
• OR14, NR12R13, C(O)NR12R13, C(O)OR14, C(O)R15, S(O)m—R15, C(═N—OR10)R14,
• C(═N—OR10)NR12R13, or C(═N—NR12R13)R14;
• R3a is halogen, CN, NO2, OH, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, S(O)m—C1-C4-alkyl, S(O)m—C1-C4-haloalkyl, S(O)m—C3-C4-cycloalkyl, S(O)m—C3-C4-halocycloalkyl;
• R15 is H, C1-C4-alkyl, or C1-C4-haloalkyl, C3-C6-cycloalkyl, C1-C6-halocycloalkyl, which carbon chains are unsubstituted or partially or fully substituted with R11;
• or 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, which rings are unsubstituted or substituted with R3a;
• n is 0, 1, 2, or 3;
• R4 and R5 are, independently from each other, H, halogen, CN, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-cyclohaloalkyl, OR10, NR12R13, 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, which rings are unsubstituted or partially or fully substituted with R3a;
• X, Y are independently from each other N, CH, or CR3b;
• R3b is as defined for R3;
• Z is Q1, Q2, Q3, or Q4, wherein # indicates the bond to the adjacent 6-membered ring
• R6a is S(O)m—C1-C4-alkyl, S(O)m—C1-C4-haloalkyl, S(O)m—C3-C6-cycloalkyl, S(O)m—C3-C4-halocycloalkyl, NR12R13, C(O)NR12R13, C(O)OR15, 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, which rings are unsubstituted or substituted with R3;
• R6b is H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, OR10, which rings are unsubstituted or substituted with R3;
• or, provided that Y is not N,
• R6a, R6b are, independently from each other, H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, OR10, S(O)m—C1-C4-alkyl, S(O)m—C1-C4-haloalkyl, S(O)m—C3-C6-cycloalkyl, S(O)m—C3-C4-halocycloalkyl, NR12R13, C(O)NR12R13, C(O)OR15, 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, which rings are unsubstituted or substituted with R3;
• and the N-oxides, stereoisomers, and agriculturally or veterinarily acceptable salts thereof.