# US 2019/0313643 A1 · Fused bicyclic heterocycle derivatives as pesticides

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- Number: US 2019/0313643 A1
- Document ID: US20190313643A1
- Status: Published application
- Kind: A1
- Application number: 16/325,377
- Filed: 2017-08-09
- Published: 2019-10-17
- Earliest claimed: 2016-08-15
- Assignees: Bayer CropScience AG; Bayer Aktiengesellschaft
- Applicants: Bayer CropScience Aktiengesellschaft; Bayer Aktiengesellschaft
- Inventors: Laura HOFFMEISTER; Rüdiger FISCHER; Dominik HAGER; Nina KAUSCH-BUSIES; Marc MOSRIN; David WILCKE; Matthieu WILLOT; Kerstin ILG; Ulrich GOERGENS; Simon Anthony HERBERT; Anton LISHCHYNSKYI; Andreas TURBERG; Anthony MILLET
- Web page: https://patentgrep.com/patent/US20190313643A1

## CPC

- A01N 43/50: 1,3-Diazoles; Hydrogenated 1,3-diazoles
- C07D 519/00: Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- A01N 43/52: condensed with carbocyclic rings, e.g. benzimidazoles
- A01N 43/90: having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
- A01N 47/02: the carbon atom having no bond to a nitrogen atom
- A61P 33/00: Antiparasitic agents
- C07D 471/04: Ortho-condensed systems
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The invention relates to novel compounds of the formula (I) in which Aa, Ab, Ac, Ad, R1, Q and n have the definitions given above, to their use as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for their preparation.

## Claims

### Claim 1

A compound of formula (I)
wherein
Aa is —N(R7)—, —S(O)m-, —O—, —C(R8)(R9)— or carbonyl,
Ab is —N(R7)—, —S(O)m-, —O—, —C(R10)(R11)— or carbonyl,
Ac is —N(R7)—, —S(O)m-, —O—, —C(R12)(R13)— or carbonyl,
Ad is —N(R7)—, —S(O)m-, —O—, —C(R14)(R15)— or carbonyl,
where not more than two of the Aa, Ab, Ac and Ad substituents at the same time can be
—N(R7)—,
—O— or —S(O)m-,
R1 is (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyl, (C2-C6)-cyanoalkenyl, (C2-C6)-alkynyl, (C2-C6)-alkynyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkynyl, (C2-C6)-cyanoalkynyl, (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkyl-amino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-haloalkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-haloalkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-haloalkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-haloalkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-haloalkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonylamino, aminosulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylaminosulfonyl-(C1-C6)-alkyl, di-(C1-C6)-alkylaminosulfonyl-(C1-C6)-alkyl,
or is in each case optionally identically or differently mono- or poly-aryl-, -hetaryl- or -heterocyclyl-substituted (C1-C6)-alkyl, (C1-C6)-alkoxy, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C8)-cycloalkyl, where aryl, hetaryl or heterocyclyl may each optionally be mono- or polysubstituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, carbamoyl, aminosulfonyl, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkyl, (C1-C6)-haloalkoxy, (C1-C6)-alkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfimino, (C1-C6)-alkylsulfimino-(C1-C6)-alkyl, (C1-C6)-alkylsulfimino-(C2-C6)-alkylcarbonyl, (C1-C6)-alkylsulfoximino, (C1-C6)-alkylsulfoximino-(C1-C6)-alkyl, (C1-C6)-alkylsulfoximino-(C2-C6)-alkylcarbonyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkylcarbonyl, (C3-C6)-trialkylsilyl or benzyl, or
R1 is aryl, hetaryl or heterocyclyl, each of which is optionally mono- or polysubstituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, carbamoyl, (C1-C6)-alkyl, (C3-C8)-cycloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkyl, (C1-C6)-haloalkoxy, (C1-C6)-alkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfimino, (C1-C6)-alkylsulfimino-(C1-C6)-alkyl, (C1-C6)-alkylsulfimino-(C2-C6)-alkylcarbonyl, (C1-C6)-alkylsulfoximino, (C1-C6)-alkylsulfoximino-(C1-C6)-alkyl, (C1-C6)-alkylsulfoximino-(C2-C6)-alkylcarbonyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkylcarbonyl, (C3-C6)-trialkylsilyl, (═O) (in the case of heterocyclyl only) and (═O)2 (in the case of heterocyclyl only),
R8, R9, R10, R11, R12, R13, R14, R15 are independently hydrogen, cyano, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C6)-alkylsilyl, (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, hydroxycarbonyl-(C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-cyanoalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C2-C6)-cyanoalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)-cyanoalkoxy, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C6)-alkoxy, (C1-C6)-alkylhydroxyimino, (C1-C6)-alkoxyimino, (C1-C6)-alkyl-(C1-C6)-alkoxyimino, (C1-C6)-haloalkyl-(C1-C6)-alkoxyimino, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkoxy-(C1-C6)-alkylthio, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyloxy, (C1-C6)-alkylcarbonyl, (C1-C6)-alkylthiocarbonyl, (C1-C6)-haloalkylcarbonyl, (C1-C6)-alkylcarbonyloxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-haloalkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C2-C6)-alkenylaminocarbonyl, di-(C2-C6)-alkenylaminocarbonyl, (C3-C8)-cycloalkylaminocarbonyl, (C1-C6)-alkylsulfonylamino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl, (C1-C6)-alkylsulfoximino, aminothiocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C3-C8)-cycloalkylamino, NHCO—(C1-C6)-alkyl ((C1-C6)-alkylcarbonylamino),
are in each case optionally singly or multiply, identically or differently substituted aryl or hetaryl, where (in the case of hetaryl) at least one carbonyl group may optionally be present and/or where possible substituents in each case are as follows: cyano, carboxyl, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C6)alkylsilyl, (C3-C8)cycloalkyl, (C3-C8)cycloalkyl-(C3-C8)cycloalkyl, (C1-C6)alkyl-(C3-C8)cycloalkyl, halo(C3-C8)cycloalkyl, (C1-C6)alkyl, (C1-C6)haloalkyl, (C1-C6)cyanoalkyl, (C1-C6)hydroxyalkyl, hydroxycarbonyl-(C1-C6)-alkoxy, (C1-C6)alkoxycarbonyl-(C1-C6)alkyl, (C1-C6)alkoxy-(C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)haloalkenyl, (C2-C6)cyanoalkenyl, (C2-C6)alkynyl, (C2-C6)haloalkynyl, (C2-C6)cyanoalkynyl, (C1-C6)alkoxy, (C1-C6)haloalkoxy, (C1-C6)cyanoalkoxy, (C1-C6)alkoxycarbonyl-(C1-C6)alkoxy, (C1-C6)alkoxy-(C1-C6)alkoxy, (C1-C6)alkylhydroxyimino, (C1-C6)alkoxyimino, (C1-C6)alkyl-(C1-C6)alkoxyimino, (C1-C6)haloalkyl-(C1-C6)alkoxyimino, (C1-C6)alkylthio, (C1-C6)haloalkylthio, (C1-C6)alkoxy-(C1-C6)alkylthio, (C1-C6)alkylthio-(C1-C6)alkyl, (C1-C6)alkylsulfinyl, (C1-C6)haloalkylsulfinyl, (C1-C6)alkoxy-(C1-C6)alkylsulfinyl, (C1-C6)alkylsulfinyl-(C1-C6)alkyl, (C1-C6)alkylsulfonyl, (C1-C6)haloalkylsulfonyl, (C1-C6)alkoxy-(C1-C6)alkylsulfonyl, (C1-C6)alkylsulfonyl-(C1-C6)alkyl, (C1-C6)alkylsulfonyloxy, (C1-C6)alkylcarbonyl, (C1-C6)haloalkylcarbonyl, (C1-C6)alkylcarbonyloxy, (C1-C6)alkoxycarbonyl, (C1-C6)haloalkoxycarbonyl, aminocarbonyl, (C1-C6)alkylaminocarbonyl, di-(C1-C6)alkylaminocarbonyl, (C2-C6)alkenylaminocarbonyl, di-(C2-C6)-alkenylaminocarbonyl, (C3-C8)cycloalkylaminocarbonyl, (C1-C6)alkylsulfonylamino, (C1-C6)alkylamino, di-(C1-C6)alkylamino, aminosulfonyl, (C1-C6)alkylaminosulfonyl, di-(C1-C6)alkylaminosulfonyl, (C1-C6)alkylsulfoximino, aminothiocarbonyl, (C1-C6)alkylaminothiocarbonyl, di-(C1-C6)alkylaminothiocarbonyl, (C3-C8)cycloalkylamino, (C1-C6)alkylcarbonylamino,
R7 is hydrogen, (C1-C6)alkyl, (C1-C6)haloalkyl, (C1-C6)cyanoalkyl, (C1-C6)hydroxyalkyl, (C1-C6)alkoxy-(C1-C6)alkyl, (C1-C6)haloalkoxy-(C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkenyloxy-(C1-C6)alkyl, (C2-C6)haloalkenyloxy-(C1-C6)alkyl, (C2-C6)haloalkenyl, (C2-C6)cyanoalkenyl, (C2-C6)alkynyl, (C2-C6)alkynyloxy-(C1-C6)alkyl, (C2-C6)haloalkynyl, (C3-C8)cycloalkyl, (C3-C8)cycloalkyl-(C3-C8)cycloalkyl, (C1-C6)alkyl-(C3-C8)cycloalkyl, halo(C3-C8)cycloalkyl, (C1-C6)alkylthio-(C1-C6)alkyl, (C1-C6)alkylsulfinyl-(C1-C6)alkyl, (C1-C6)alkylsulfonyl-(C1-C6)alkyl or (C1-C6)alkylcarbonyl-(C1-C6)alkyl,
Q is a partly saturated or saturated heterocyclic or heteroaromatic
8-, 9-, 10-, 11- or 12-membered fused bicyclic or tricyclic ring system where at least one carbonyl group may optionally be present and/or where the ring system is optionally mono- or polysubstituted identically or differently, and where the substituents may independently be selected from cyano, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C6)-alkylsilyl, (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, hydroxycarbonyl-(C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-cyanoalkenyl, (C2-C6)-alkynyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyl, (C2-C6)-cyanoalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C1-C6)-cyanoalkoxy, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C6)-alkoxy, (C1-C6)-alkylhydroxyimino, (C1-C6)-alkoxyimino, (C1-C6)-alkyl-(C1-C6)-alkoxyimino, (C1-C6)-haloalkyl-(C1-C6)-alkoxyimino, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkoxy-(C1-C6)-alkylthio, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfonyl, (C1-C6)-alkyl sulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyloxy, (C1-C6)-alkylcarbonyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylthiocarbonyl, (C1-C6)-haloalkylcarbonyl, (C1-C6)-alkylcarbonyloxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-haloalkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkyl-aminocarbonyl, di-(C1-C6)-alkyl-aminothiocarbonyl, (C2-C6)-alkenylaminocarbonyl, di-(C2-C6)-alkenylaminocarbonyl, (C3-C8)-cycloalkylaminocarbonyl, (C1-C6)-alkylsulfonylamino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkyl-aminosulfonyl, (C1-C6)-alkylsulfoximino, aminothiocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkyl-aminothiocarbonyl, (C3-C8)-cycloalkylamino, NHCO—(C1-C6)-alkyl ((C1-C6)-alkylcarbonylamino),
or where the substituents may independently be selected from phenyl or a 5- or 6-membered heteroaromatic ring, where phenyl or the ring may optionally be mono- or polysubstituted identically or differently by C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C6-halocycloalkyl, halogen, CN, NO2, C1-C4-alkoxy, C1-C4-haloalkoxy,
m is 0, 1 or 2,
n is 0, 1 or 2.

### Claim 2 (depends on 1)

A compound of formula (I) according to claim 1 wherein
Aa is —S(O)m-, —O—,—C(R8)(R9)— or carbonyl,
Ab is —N(R7)—, —S(O)m-, —O— or —C(R10)(R11)—,
Ac is —N(R7)—, —C(R12)(R13)— or carbonyl,
Ad is —N(R7)—, —O— or —C(R14)(R15)—,
where not more than two of the Aa, Ab, Ac and Ad substituents at the same time can be
—N(R7)—,
—O— or —S(O)m-,
resulting in the structural units A1 to A12 below:
where the bond to the substituent Q is identified by a wavy line and the bond to the sulfur atom by an asterisk *,
R1 is (C1-C4)alkyl, (C1-C4)hydroxyalkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)haloalkoxy-(C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)alkenyloxy-(C1-C4)alkyl, (C2-C4)haloalkenyloxy-(C1-C4)alkyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4)alkynyloxy-(C1-C4)alkyl, (C2-C4)haloalkynyloxy-(C1-C4)alkyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkylamino, di-(C1-C4)alkyl-amino, (C3-C6)cycloalkylamino, (C1-C4)alkylcarbonyl-amino, (C1-C4)alkylthio-(C1-C4)alkyl, (C1-C4)haloalkylthio-(C1-C4)alkyl, (C1-C4)alkylsulfinyl-(C1-C4)alkyl, (C1-C4)haloalkylsulfinyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyl-(C1-C4)alkyl, (C1-C4)alkylcarbonyl-(C1-C4)alkyl, (C1-C4)haloalkylcarbonyl-(C1-C4)alkyl, (C1-C4)alkylsulfonylamino,
or is in each case optionally identically or differently mono- or di-aryl-, -hetaryl- or -heterocyclyl-substituted (C1-C4)alkyl, (C1-C4)alkoxy, (C2-C4)alkenyl, (C2-C4)alkynyl, (C3-C6)cycloalkyl, where aryl, hetaryl or heterocyclyl are each optionally identically or differently mono- or disubstituted by halogen, cyano, carbamoyl, aminosulfonyl, (C1-C4)alkyl, (C3-C4)cycloalkyl, (C1-C4)alkoxy, C1-C4)haloalkyl, (C1-C4)haloalkoxy, (C1-C4)alkylthio, (C1-C4)alkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)alkylsulfimino, or
R1 is aryl, hetaryl or heterocyclyl, each of which is optionally mono- or disubstituted identically or differently by halogen, cyano, carbamoyl, (C1-C4)-alkyl, (C3-C6)-cycloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkyl, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfinyl, (C1-C4)-alkylsulfonyl, (C1-C4)-alkylsulfimino, (C1-C4)-alkylsulfoximino, (C1-C4)-alkylcarbonyl, (C3-C4)-trialkylsilyl, (═O) (in the case of heterocyclyl only) and (═O)2 (in the case of heterocyclyl only),
R8, R9, R10, R11, R12, R13, R14, R15 are independently hydrogen, cyano, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C4)alkylsilyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4)hydroxyalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)cyanoalkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C1-C4)alkylhydroxyimino, (C1-C4)alkoxyimino, (C1-C4)alkyl-(C1-C4)alkoxyimino, (C1-C4)haloalkyl-(C1-C4)alkoxyimino, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylthio-(C1-C4)alkyl, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylsulfinyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylsulfonyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, aminocarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylamino, di-(C1-C4)alkylamino, aminosulfonyl, (C1-C4)alkylaminosulfonyl, di-(C1-C4)alkylaminosulfonyl, aminothiocarbonyl, NHCO—(C1-C4)alkyl ((C1-C4)alkylcarbonylamino),
and also are phenyl or hetaryl, each of which is optionally mono- or disubstituted identically or differently, where (in the case of hetaryl) at least one carbonyl group may optionally be present and/or where possible substituents are in each case as follows: cyano, halogen, nitro, acetyl, amino, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4)hydroxyalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)cyanoalkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C1-C4)alkylhydroxyimino, (C1-C4)alkoxyimino, (C1-C4)alkyl-(C1-C4)alkoxyimino, (C1-C4)haloalkyl-(C1-C4)alkoxyimino, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylthio-(C1-C4)alkyl, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylsulfinyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylsulfonyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, aminocarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylamino, di-(C1-C4)alkylamino, aminosulfonyl, (C1-C4)alkylaminosulfonyl, di-(C1-C4)alkylaminosulfonyl, NHCO—(C1-C4)alkyl ((C1-C4)alkylcarbonylamino),
R7 is hydrogen, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4)hydroxyalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)haloalkoxy-(C1-C4)alkyl, (C2-C4)alkenyloxy-(C1-C4)alkyl, (C2-C4)haloalkenyloxy-(C1-C4)alkyl, (C2-C4)alkynyloxy-(C1-C4)alkyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkylthio-(C1-C4)alkyl, (C1-C4)alkylsulfinyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyl-(C1-C4)alkyl or (C1-C4)alkylcarbonyl-(C1-C4)alkyl,
Q is a heteroaromatic 8-, 9-, 10-, 11- or 12-membered fused bicyclic or tricyclic ring system, where the ring system is optionally mono- or polysubstituted identically or differently and where the substituents may independently be selected from cyano, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C6)-alkylsilyl, (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-cyanoalkenyl, (C2-C6)-alkynyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C1-C6)-cyanoalkoxy, (C1-C6)-alkoxy-(C1-C6)-alkoxy, (C1-C6)-alkyl hydroxyimino, (C1-C6)-alkoxyimino, (C1-C6)-alkyl-(C1-C6)-alkoxyimino, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkoxy-(C1-C6)-alkylthio, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyloxy, (C1-C6)-alkylcarbonyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylthiocarbonyl, (C1-C6)-haloalkylcarbonyl, (C1-C6)-alkylcarbonyloxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-haloalkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C3-C8)-cycloalkylaminocarbonyl, (C1-C6)-alkylsulfonylamino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl, (C1-C6)-alkylsulfoximino, aminothiocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C3-C8)-cycloalkylamino, NHCO—(C1-C6)-alkyl ((C1-C6)-alkylcarbonylamino),
or where the substituents may independently be selected from phenyl or a 5- or 6-membered heteroaromatic ring, where phenyl or the ring may optionally be mono- or polysubstituted identically or differently by C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C6-halocycloalkyl, halogen, CN, C1-C4-alkoxy, C1-C4-haloalkoxy,
n is 0, 1 or 2,
m is 0, 1 or 2.

### Claim 3 (depends on 1)

A compound of formula (I) according to claim 1 wherein
Aa is —S(O)m-, —O—, —C(R8)(R9)— or carbonyl,
Ab is —S(O)m-, —O— or —C(R10)(R11)—,
Ac is —C(R12)(R13)—,
Ad is —O—, or —C(R14)(R15)—,
where not more than two of the Aa, Ab and Ad substituents at the same time can be —O— or —S(O)m-,
resulting in the following structural units: A1, A4, A6, A7, A8, A9, A12,
R1 is (C1-C4)-alkyl, (C1-C4)-hydroxyalkyl, (C1-C4)-haloalkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyl, (C2-C4)-alkynyl, (C2-C4)-haloalkynyl, (C3-C6)-cycloalkyl, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-alkylsulfinyl-(C1-C4)-alkyl or (C1-C4)-alkylsulfonyl-(C1-C4)-alkyl,
R8, R9, R10, R11, R12, R13, R14, R15 are independently hydrogen, cyano, halogen, nitro, hydroxyl, amino, SCN, tri-(C1-C4)alkylsilyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)cyanoalkoxy, (C1-C4)alkylhydroxyimino, (C1-C4)alkoxyimino, (C1-C4)alkyl-(C1-C4)alkoxyimino, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, aminocarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylamino, di-(C1-C4)alkylamino, aminosulfonyl, (C1-C4)alkylaminosulfonyl, di-(C1-C4)alkyl-aminosulfonyl, NHCO—(C1-C4)alkyl ((C1-C4)alkylcarbonylamino),
and also are phenyl or hetaryl, each of which is optionally mono- or disubstituted identically or differently, where (in the case of hetaryl) at least one carbonyl group may optionally be present and/or where possible substituents are in each case as follows: cyano, halogen, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)alkylhydroxyimino, (C1-C4)alkoxyimino, (C1-C4)alkyl-(C1-C4)alkoxyimino, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, aminocarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylamino, di-(C1-C4)alkylamino, aminosulfonyl, (C1-C4)alkylaminosulfonyl, di-(C1-C4)alkylaminosulfonyl, NHCO—(C1-C4)alkyl ((C1-C4)alkylcarbonylamino),
Q is a heteroaromatic 9-membered or 12-membered fused bicyclic or tricyclic ring system from the group of Q1 to Q20,
R4 is (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-cyanoalkyl, (C1-C4)-hydroxyalkyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-haloalkoxy-(C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkenyloxy-(C1-C4)-alkyl, (C2-C4)-haloalkenyloxy-(C1-C4)-alkyl, (C2-C4)-haloalkenyl, (C2-C4)-cyanoalkenyl, (C2-C4)-alkynyl, (C2-C4)-alkynyloxy-(C1-C4)-alkyl, (C2-C4)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C3-C6)-cycloalkyl, (C1-C4)-alkyl-(C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-alkylsulfinyl-(C1-C4)-alkyl, (C1-C4)-alkylsulfonyl-(C1-C4)-alkyl or (C1-C4)-alkylcarbonyl-(C1-C4)-alkyl,
R5, R6 are independently hydrogen, cyano, halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyl, (C2-C4)-alkynyl, (C2-C4)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C3-C6)-cycloalkyl, (C1-C4)-alkyl-(C3-C6)-cycloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkoxyimino, (C1-C4)-alkylthio, (C1-C4)-haloalkylthio, (C1-C4)-alkylsulfinyl, (C1-C4)-haloalkylsulfinyl, (C1-C4)-alkylsulfonyl, (C1-C4)-haloalkylsulfonyl, (C1-C4)-alkylsulfonyloxy, (C1-C4)-alkylcarbonyl, (C1-C4)-haloalkylcarbonyl, aminocarbonyl, (C1-C4)-alkylaminocarbonyl, di-(C1-C4)-alkylaminocarbonyl, (C1-C4)-alkylsulfonylamino, (C1-C4)-alkylamino, di-(C1-C4)-alkylamino, aminosulfonyl, (C1-C4)-alkylaminosulfonyl or di-(C1-C4)-alkylaminosulfonyl,
n is 0, 1 or 2,
m is 0, 1 or 2.

### Claim 4

A compound of formula (I) according to claim
wherein
Aa is —C(R8)(R9)— or carbonyl,
Ab is —C(R10)(R11)—,
Ac is —C(R12)(R13)—,
Ad is —C(R14)(R15)—,
resulting in the following structural units: A1, A12,
R1 is methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclobutyl, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl or pentafluoroethyl,
R8, R9, R10, R11, R12, R13, R14, R15 are independently hydrogen, cyano, halogen, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)alkylthio, (C1-C4)alkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylthio, (C1-C4)haloalkylsulfinyl, (C1-C4)haloalkylsulfonyl, NHCO—(C1-C4)alkyl ((C1-C4)alkylcarbonylamino) or hydroxyl,
Q is a heteroaromatic 9-membered or 12-membered fused bicyclic or tricyclic ring system from the group of Q1, Q2, Q3, Q10, Q14, Q16, Q17, Q18, Q19 or Q20,
R4 is (C1-C4)alkyl or (C1-C4)alkoxy-(C1-C4)-alkyl,
R5 is hydrogen, cyano, halogen, (C1-C4)alkyl, (C1-C4)haloalkyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)alkoxyimino, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylaminosulfonyl or di-(C1-C4)alkylaminosulfonyl,
R6 is hydrogen, (C1-C4)alkyl or (C1-C4)haloalkyl,
n is 0, 1 or 2.

### Claim 5 (depends on 1)

A compound of formula (I) according to claim 1
wherein
Aa is —C(R8)(R9)— or carbonyl,
Ab is —C(R10)(R11)—,
Ac is —C(R12)(R13)—,
Ad is —C(R14)(R15)—,
resulting in the following structural units: A1, A12,
R1 is methyl, ethyl, n-propyl, i-propyl, cyclopropyl, 2,2,2-trifluoroethyl or 1,1-difluoroethyl,
R8, R9, R10, R11, R12, R13, R14, R15 are independently hydrogen, cyano, fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, difluoromethyl or trifluoroethyl,
Q is a heteroaromatic 9-membered fused bicyclic ring system from the group of Q1, Q2, Q3, Q17 or Q18,
R4 is methyl, ethyl, isopropyl, methoxymethyl or methoxyethyl,
R5 is fluorine, chlorine, bromine, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl (CH2CFH2, CHFCH3), difluoroethyl (CF2CH3, CH2CHF2, CHFCFH2), trifluoroethyl (CH2CF3, CHFCHF2, CF2CFH2), tetrafluoroethyl (CHFCF3, CF2CHF2), pentafluoroethyl, trifluoromethoxy, difluorochloromethoxy, dichlorofluoromethoxy, trifluoromethylthio, trifluoromethylsulfinyl or trifluoromethylsulfonyl,
R6 is hydrogen, methyl, ethyl, n-propyl, i-propyl or difluoromethyl,
n is 0, 1 or 2.

### Claim 6 (depends on 1)

A compound of formula (I) according to claim 1
wherein
Aa is —C(R8)(R9)— or carbonyl,
Ab is —C(R10)(R11)—,
Ac is —C(R12)(R13)—,
Ad is —C(R14)(R15)—,
resulting in the following structural units: A1, A12
R1 is methyl, ethyl or 2,2,2-trifluoroethyl,
R8 is hydrogen, methyl, fluorine, chlorine or trifluoromethyl,
R9 is hydrogen or hydroxyl,
R10 is hydrogen, methyl or trifluoromethyl,
R11 is hydrogen or methyl,
R12 is hydrogen, methyl or trifluoromethyl,
R13 is hydrogen,
R14 and R15 are hydrogen
Q is a heteroaromatic 9-membered fused bicyclic ring system from the group of Q1, Q2, Q3, Q17 or Q18,
R4 is methyl,
R5 is trifluoromethyl, pentafluoroethyl, 2,2,2-trifluoroethyl, trifluoromethoxy, trifluoromethylthio, trifluoromethylsulfinyl or trifluoromethylsulfonyl,
R6 is hydrogen, methyl, ethyl, i-propyl or difluoromethyl,
n is 0, 1 or 2.

### Claim 7 (depends on 1)

Agrochemical formulation comprising a compound of formula (I) according to claim 1 and one or more extenders and/or surfactants.

### Claim 8 (depends on 7)

Agrochemical formulation according to claim 7, additionally comprising further agrochemically active ingredient.

### Claim 9 (depends on 1)

Method for controlling one or more animal pests, comprising allowing a compound of formula (I) according to claim 1 or an agrochemical formulation thereof to act on the animal pests and/or a habitat thereof.

### Claim 10 (depends on 1)

A product comprising a compound of formula (I) according to claim 1 or of agrochemical formulations thereof for controlling one or more animal pests.