Heterocyclic pyrimidines and heterocyclic triazines as novel fungicides

By developing heterocyclylpyrimidine and heterocyclyl triazine compounds of formula (I), the problems of poor control and resistance development of plant pathogenic fungi in the prior art have been solved, and a low toxicity and high selectivity control effect has been achieved.

CN115803320BActive Publication Date: 2025-07-15BAYER AG
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Patent Information

Application Number
CN202180047392.5
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2020-06-04
Filing Date
2021-06-01
Publication Date
2025-07-15
Estimated Expiration
2041-06-01

AI Technical Summary

Technical Problem

There is a lack of compounds effective, low toxicity and highly selective against broad-spectrum phytopathogenic fungi, and there is a risk of resistance development.

Method used

Heterocyclylpyrimidine and heterocyclyl triazine compounds of formula (I) were developed, and combined with agricultural additives to control plant pathogenic fungi through specific structural design.

Benefits of technology

It provides effective prevention and treatment of broad-spectrum phytopathogenic fungi, reduces the toxicity of compounds and reduces the possibility of resistance development.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to heterocyclic pyrimidine and heterocyclic triazine compounds, methods and intermediates for preparing these compounds, and their use for controlling phytopathogenic microorganisms (such as phytopathogenic fungi).
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Description

Field of the Invention

[0001] The present invention relates to heterocyclic pyrimidine and heterocyclic triazine compounds and their use for controlling phytopathogenic microorganisms such as phytopathogenic fungi. The present invention also relates to methods and intermediates for preparing these compounds. Background Art

[0002] To date, many crop protection agents against or preventing microbial attack have been developed. However, there is still a need to develop new compounds in order to provide compounds that are effective against a broad spectrum of phytopathogenic microorganisms such as fungi, which have low toxicity, high selectivity or can be used at low application rates while still being effective in controlling diseases. It may also be desirable to have new compounds to prevent the emergence of resistance.

[0003] The present invention provides new compounds for controlling phytopathogenic microorganisms such as fungi, which have advantages over known compounds and compositions in at least some of the above aspects.

[0004] WO 2020 / 127780 describes heterocyclic substituted pyridines as fungicides. Summary of the Invention

[0005] Compound of formula (I)

[0006] The present invention relates to compounds of formula (I):

[0007]

[0008] wherein

[0009] A 1 is N or CR 8 ,

[0010] wherein

[0011] R 8 is hydrogen, halogen, cyano or C1-C4-alkyl,

[0012] A 2 is O, S, C(=O), S(=O), S(=O)2, NR 1 or CR 2A R R2B ,

[0013] wherein

[0014] R 1 is hydrogen, formyl, C1-C6-alkyl or C3-C8-cycloalkyl,

[0015] Wherein, the C1-C6-alkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and a 3- to 7-membered heterocyclic group,

[0016] and

[0017] wherein, the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and a 3- to 7-membered heterocyclic group,

[0018] R 2A and R 2B are independently hydrogen, C1-C6-alkyl, or C3-C8-cycloalkyl,

[0019] wherein, the C1-C6-alkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and a 3- to 7-membered heterocyclic group,

[0020] and

[0021] wherein, the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and a 3- to 7-membered heterocyclic group,

[0022] or

[0023] R 2A and R 2B together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring

[0024] m is 0, 1, or 2,

[0025] T is hydrogen, hydroxy, C1-C6-alkyl, -C(=O)R11 , -C(=O)(OR 12 ), -C(=O)N(R 13 )2, -S(=O)R 14 , -S(=O)2R 14 or -S(=O)2N(R 14 )2,

[0026] wherein

[0027] R 11 and R 12 are independently C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[0028] R 13 and R 14 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[0029] R 3 and R 4 are independently hydrogen, halogen, cyano, hydroxy, formyl, carboxyl, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclic group or -O-Si(C1-C6-alkyl)3, wherein C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group, and

[0030] wherein, C3-C8-cycloalkyl, C6-C 14-aryl, 5- to 14-membered heteroaryl, and 3- to 14-membered heterocyclic group are optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[0031] or

[0032] R 3 and R 4 together with the carbon atom to which they are attached form a carbonyl, methylene, C3-C8-cycloalkyl-ring or 3- to 7-membered heterocyclic-ring,

[0033] wherein, the C3-C8-cycloalkyl-ring and the 3- to 7-membered heterocyclic-ring are optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[0034] R 5 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl or -O-Si(C1-C6-alkyl)3,

[0035] wherein, the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and -O-Si(C1-C6-alkyl)3 are optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group, and

[0036] Among them, the C3-C8-cycloalkyl group is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic groups,

[0037] or

[0038] R 3 and R 5 or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl ring,

[0039] L is a direct bond, carbonyl, C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene-, -C1-C6-alkylene-C(=O)-, -NR L1 -, -NR L2 (C=O)-, -C(=O)NR L3 -, -NR L4 S(=O)2-, -S(=O)2NR L5 -, -C(=NOR L6 )-, -C(=N-N(R L7 )2)-, -C(=NR L8 )- or a group of the following formula:

[0040]

[0041] wherein

[0042] the C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene- and -C1-C6-alkylene-C(=O)- are optionally substituted by 1 to 3 substituents L SA substituted,

[0043] # is the point of attachment to the heterocyclic group,

[0044] ## is the point of attachment to R 6 connected,

[0045] L 1 is a direct bond or C1-C6-alkylene,

[0046] L 2 is a direct bond or C1-C6-alkylene,

[0047] E is a C3-C8-cycloalkyl, C3-C8-cycloalkenyl or 3- to 7-membered heterocyclic group,

[0048] wherein the C3-C8-cycloalkyl, C3-C8-cycloalkenyl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[0049] R L1 、R L2 、R L3 and R L4 are independently hydrogen or C1-C6-alkyl,

[0050] R L5 、R L6 、R L7 and R L8 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[0051] wherein

[0052] L SA is independently halogen, cyano, hydroxy, carboxy, methylene, halomethylene, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3 or 3- to 7-membered heterocyclic group,

[0053] and / or

[0054] two substituents L bonded to the same carbon atom together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or 3- to 7-membered heterocyclic-ring, SA

[0055] L SC is independently halogen, cyano, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3- to 7-membered heterocyclic group,

[0056] and / or

[0057] two L SC substituents together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[0058] R 6 is C3-C 12 -carbocyclic group, C6-C 14-aryl, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl group, C3-C 12 -carbocyclic ring oxy group, C6-C 14 -aryloxy group, 5- to 14-membered heteroaryloxy group, 3- to 14-membered heterocyclic ring oxy group, C3-C 12 -carbocyclic ring thio group, C6-C 14 -arylthio group, 5- to 14-membered heteroarylthio group, 3- to 14-membered heterocyclic ring thio group, C3-C 12 -carbocyclic ring sulfinyl group, C6-C 14 -arylsulfinyl group, 5- to 14-membered heteroarylsulfinyl group, 3- to 14-membered heterocyclic ring sulfinyl group, C3-C 12 -carbocyclic ring sulfonyl group, C6-C 14 -arylsulfonyl group, 5- to 14-membered heteroarylsulfonyl group, 3- to 14-membered heterocyclic ring sulfonyl group, C1-C3-alkoxy group, C1-C3-haloalkoxy group, C1-C3-alkylthio group, C1-C3-alkylsulfinyl group or C1-C3-alkylsulfonyl group,

[0059] wherein, the C1-C3-alkoxy group, C1-C3-haloalkoxy group, C1-C3-alkylthio group, C1-C3-alkylsulfinyl group and C1-C3-alkylsulfonyl group are substituted by 1 substituent selected from the following: C3-C 12 -carbocyclic ring, C6-C 14 -aryl, 3- to 14-membered heterocyclic group and 5- to 14-membered heteroaryl group,

[0060] wherein, the C3-C 12 -carbocyclic ring, C6-C 14 -aryl, 3- to 14-membered heterocyclic group

[0061] and 5- to 14-membered heteroaryl group are each optionally substituted by 1 to 4 R 6S substituents, wherein, C3-C 12 -carbocyclic ring, C6-C 14 -aryl, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl group, C3-C 12 -carbocyclic ring oxy group, C6-C 14 -aryloxy group, 5- to 14-membered heteroaryloxy group, 3- to 14-membered heterocyclic ring oxy group, C3-C 12 -carbocyclic ring thio group, C6-C 14 -arylthio group, 5- to 14-membered heteroarylthio group, 3- to 14-membered heterocyclic ring thio group, C3-C 12 -carbocyclic ring sulfinyl group, C6-C 14 -arylsulfinyl group, 5- to 14-membered heteroarylsulfinyl group, 3- to 14-membered heterocyclic ring sulfinyl group, C3-C 12 -carbocyclic ring sulfonyl group, C6-C 14-aryl sulfonyl, 5- to 14-membered heteroaryl sulfonyl, and 3- to 14-membered heterocyclic sulfonyl are optionally substituted with 1 to 4 R 6S substituents,

[0062] wherein

[0063] R 6S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic, -N(R 15 )2, -O(C=O)R 16 , -C(=O)R 16 , -C(=O)(OR 17 )、-C(=O)N(R 18 )2、-S(=O)2N(R 19 )2、-O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3,

[0064] wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[0065] or

[0066] two substituents C1-C6-alkyl together with the same carbon atom to which they are attached form a C3-C8-cycloalkyl ring,

[0067] and

[0068] wherein C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 4 substituents independently selected from: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[0069] and, wherein

[0070] R 15 is independently hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[0071] wherein the C1-C6-alkyl is optionally substituted in sequence by 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[0072] and

[0073] wherein the C3-C8-cycloalkyl is optionally substituted in sequence by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl,

[0074] R 16 、R 17 、R 18 and R 19 are independently hydrogen, C1-C6-alkyl or C1-C6-haloalkyl,

[0075] wherein the C1-C6-alkyl and C1-C6-haloalkyl are optionally substituted in sequence by 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[0076] R 7is hydrogen, halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic aryloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0077] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa Substituents, among which, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -Aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic group oxy are optionally substituted by 1 to 3 R 7Sc Substituents,

[0078] And, among which

[0079] R 20 Independently is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[0080] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are each optionally substituted by 1 to 3 substituents R 7Sa Substituted,

[0081] And

[0082] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents R7Sc Substituted

[0083] R 21 and R 22 are independently hydroxy, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[0084] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are each optionally substituted by 1 to 3 R 7Sa substituents,

[0085] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[0086] wherein the C1-C6-alkyl and C1-C6-haloalkyl are each optionally substituted by 1 to 3 R 7Sa substituents,

[0087] and

[0088] wherein the C3-C8-cycloalkyl is each optionally substituted by 1 to 3 R 7Sc substituents,

[0089] wherein

[0090] R 7Sa is independently cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or a 3- to 7-membered heterocyclic group,

[0091] R 7Sc is independently halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[0092] or

[0093] Two Rs bonded to the same carbon atom 7Sc The substituents C1-C6-alkyl together form a C3-C8-cycloalkyl-ring,

[0094] Q is C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group,

[0095] wherein the C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group is optionally substituted by 1 to 5 substituents Q S substituted,

[0096] wherein

[0097] Q S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, formyl, carboxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -O-C(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 and -N(R 43 )2,

[0098] wherein

[0099] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[0100] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group and 5- to 14-membered heteroaryl are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[0101] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are each further optionally substituted by two substituents which, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl,

[0102] and wherein

[0103] R 33 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy,

[0104] R 34 、R 35 、R 36 、R 37 、R 38 、R 39 、R 40 、R41 and R 42 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy,

[0105] wherein

[0106] the C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[0107] and wherein

[0108] R 43 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl or C3-C8-cycloalkyl,

[0109] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl and C2-C6-haloalkenyl are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[0110] wherein the C3-C8-cycloalkyl is each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[0111] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic groups are each further optionally substituted by two substituents which, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl,

[0112] and their N-oxides, salts, hydrates and hydrates of their salts and N-oxides.

[0113] The present invention relates to a composition which comprises at least one compound of formula (I) as defined herein and at least one agriculturally suitable adjuvant.

[0114] The present invention also relates to the use of a compound of formula (I) as defined herein or a composition as defined herein for controlling phytopathogenic fungi.

[0115] The present invention relates to a method for controlling phytopathogenic fungi, which method comprises the step of applying at least one compound of formula (I) as defined herein or a composition as defined herein to plants, plant parts, seeds, fruits or to the soil in which the plants grow.

[0116] The present invention also relates to methods and intermediates for preparing the compounds of formula (I).

[0117] Unless otherwise indicated, the following definitions apply to the substituents and residues used in the present specification and claims:

[0118] The term "halogen" as used herein refers to a fluorine, chlorine, bromine or iodine atom.

[0119] The term "methylene" as used herein refers to a CH2 group which connects carbon atoms through a double bond.

[0120] The term "halogenated methylene" as used herein refers to a CX2 group which connects carbon atoms through a double bond, wherein X is a halogen.

[0121] The term "oxo" as used herein refers to an oxygen atom which is bonded to a carbon atom or a sulfur atom through a double bond.

[0122] The term "C1-C6-alkyl" as used herein refers to a branched or straight-chain saturated hydrocarbon chain having 1, 2, 3, 4, 5 or 6 carbon atoms. Examples of C1-C6-alkyl include, but are not limited to, methyl, ethyl, propyl (n-propyl), 1-methylethyl (isopropyl), butyl (n-butyl), 1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl), 1,1-dimethylethyl (tert-butyl), pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl. In particular, the hydrocarbon chain has 1, 2, 3 or 4 carbon atoms ("C1-C4-alkyl"), such as methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, isobutyl or tert-butyl.

[0123] The term "C1-C6-haloalkyl" as used herein refers to one or more hydrogen atoms in the C1-C6-alkyl as defined above being replaced by one or more halogen atoms, which may be the same or different. Examples of C1-C6-haloalkyl include, but are not limited to, chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl and 1,1,1-trifluoropropan-2-yl. Preferred are fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl and 1,1,1-trifluoropropan-2-yl.

[0124] The term "C1-C6-fluoroalkyl" as used herein refers to one or more hydrogen atoms in the C1-C6-alkyl as defined above being replaced by one or more fluorine atoms, which may be the same or different. Examples of C1-C6-fluoroalkyl include, but are not limited to, monofluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 1,1-difluoroethyl, 2,2-difluoroethyl and 2,2,2-trifluoroethyl.

[0125] The term "C1-C6-alkylene" as used herein refers to a divalent C1-C6-alkyl as defined herein. Examples of C1-C6-alkylene include, but are not limited to, methylene, ethylene, 1,3-propylene, 1,2-propylene, 1,4-butylene, 1,3-butylene, 1,2-butylene, 1,5-pentylene and 1,6-hexylene.

[0126] The terms "C3-C8-cycloalkyl" and "C3-C8-cycloalkyl-ring" as used herein refer to a monocyclic saturated hydrocarbon ring containing 3, 4, 5, 6, 7 or 8 carbon atoms. Examples of C3-C8-cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl. In particular, the cycloalkyl has 3 to 6 carbon atoms.

[0127] The term "C3-C8-halocycloalkyl" as used herein refers to a saturated hydrocarbon ring system in which all ring members (which may be 3 to 8) are carbon atoms, and one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different.

[0128] As used herein, the term "C2-C6-alkenyl" refers to a branched or straight-chain unsaturated hydrocarbon chain having 2, 3, 4, 5 or 6 carbon atoms and containing at least one double bond. Examples of C2-C6-alkenyl include, but are not limited to, vinyl (or "ethenyl"), prop-2-en-1-yl (or "allyl"), prop-1-en-1-yl, but-3-enyl, but-2-enyl, but-1-enyl, pent-4-enyl, pent-3-enyl, pent-2-enyl, pent-1-enyl, hex-5-enyl, hex-4-enyl, hex-3-enyl, hex-2-enyl, hex-1-enyl, prop-1-en-2-yl (or "isopropenyl"), 2-methylprop-2-enyl, 1-methylprop-2-enyl, 2-methylprop-1-enyl, 1-methylprop-1-enyl, 3-methylbut-3-enyl, 2-methylbut-3-enyl, 1-methylbut-3-enyl, 3-methylbut-2-enyl, 2-methylbut-2-enyl, 1-methylbut-2-enyl, 3-methylbut-1-enyl, 2-methylbut-1-enyl, 1-methylbut-1-enyl, 1,1-dimethylprop-2-enyl, 1-ethylprop-1-enyl, 1-propylvinyl, 1-isopropylvinyl, 4-methylpent-4-enyl, 3-methylpent-4-enyl, 2-methylpent-4-enyl, 1-methylpent-4-enyl, 4-methylpent-3-enyl, 3-methylpent-3-enyl, 2-methylpent-3-enyl, 1-methylpent-3-enyl, 4-methylpent-2-enyl, 3-methylpent-2-enyl, 2-methylpent-2-enyl, 1-methylpent-2-enyl, 4-methylpent-1-enyl, 3-methylpent-1-enyl, 2-methylpent-1-enyl, 1-methylpent-1-enyl, 3-ethylbut-3-enyl, 2-ethylbut-3-enyl, 1-ethylbut-3-enyl, 3-ethylbut-2-enyl, 2-ethylbut-2-enyl, 1-ethylbut-2-enyl, 3-ethylbut-1-enyl, 2-ethylbut-1-enyl, 1-ethylbut-1-enyl, 2-propylprop-2-enyl, 1-propylprop-2-enyl, 2-isopropylprop-2-enyl, 1-isopropylprop-2-enyl, 2-propylprop-1-enyl, 1-propylprop-1-enyl, 2-isopropylprop-1-enyl, 1-isopropylprop-1-enyl, 3,3-dimethylprop-1-enyl, 1-(1,1-dimethylethyl)vinyl, buta-1,3-dienyl, penta-1,4-dienyl, hexa-1,5-dienyl or methylhexadienyl.

[0129] As used herein, the term "C2-C6-alkynyl" refers to a branched or straight-chain hydrocarbon chain having 2, 3, 4, 5 or 6 carbon atoms and containing at least one triple bond. Examples of C2-C6-alkynyl include, but are not limited to, ethynyl, prop-1-ynyl, prop-2-ynyl (or "propargyl"), but-1-ynyl, but-2-ynyl, but-3-ynyl, pent-1-ynyl, pent-2-ynyl, pent-3-ynyl, pent-4-ynyl, hex-1-ynyl, hex-2-ynyl, hex-3-ynyl, hex-4-ynyl, hex-5-ynyl, 1-methylprop-2-ynyl, 2-methylbut-3-ynyl, 1-methylbut-3-ynyl, 1-methylbut-2-ynyl, 3-methylbut-1-ynyl, 1-ethylprop-2-ynyl, 3-methylpent-4-ynyl, 2-methylpent-4-ynyl, 1-methyl-pent-4-ynyl, 2-methylpent-3-ynyl, 1-methylpent-3-ynyl, 4-methylpent-2-ynyl, 1-methyl-pent-2-ynyl, 4-methylpent-1-ynyl, 3-methylpent-1-ynyl, 2-ethylbut-3-ynyl, 1-ethylbut-3-ynyl, 1-ethylbut-2-ynyl, 1-propylprop-2-ynyl, 1-isopropylprop-2-ynyl, 2,2-dimethylbut-3-ynyl, 1,1-dimethylbut-3-ynyl, 1,1-dimethylbut-2-ynyl or 3,3-dimethylbut-1-ynyl.

[0130] As used herein, the term "C2-C6-haloalkenyl" refers to one or more hydrogen atoms in the C2-C6-alkenyl as defined above being replaced by one or more halogen atoms, which halogen atoms may be the same or different.

[0131] As used herein, the term "C2-C6-haloalkynyl" refers to one or more hydrogen atoms in the C2-C6-alkynyl as defined above being replaced by one or more halogen atoms, which halogen atoms may be the same or different.

[0132] The term "C1-C6-alkoxy" as used herein refers to a group of the formula (C1-C6-alkyl)-O-, wherein the term "C1-C6-alkyl" is as defined herein. Examples of C1-C6-alkoxy include, but are not limited to, methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, n-pentyloxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, n-hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4-methylpentyloxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy, and 1-ethyl-2-methylpropoxy. Unless otherwise defined, this definition also applies to alkoxy as part of a complex substituent, such as alkoxyalkyl, alkoxyalkoxy.

[0133] The term "C1-C6-haloalkoxy" as used herein refers to one or more hydrogen atoms in the C1-C6-alkoxy as defined above being replaced by one or more halogen atoms, which may be the same or different. Examples of C1-C6-haloalkoxy include, but are not limited to, chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy, and 1,1,1-trifluoropropan-2-oxy.

[0134] The term "C1-C6-hydroxyalkyl" as used herein refers to at least one hydrogen atom in the C1-C6-alkyl as defined above being replaced by a hydroxy group. Examples of C1-C6-hydroxyalkyl include, but are not limited to, hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1,2-dihydroxyethyl, 3-hydroxypropyl, 2-hydroxypropyl, 1-hydroxypropyl, 1-hydroxypropan-2-yl, 2-hydroxypropan-2-yl, 2,3-dihydroxypropyl, 1,3-dihydroxypropan-2-yl.

[0135] As used herein, the term "C3-C8-cycloalkyloxy" refers to a monocyclic saturated cycloalkyloxy group having 3 to 8, preferably 3 to 6 carbon ring members, such as (but not limited to) cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, and cyclohexyloxy. Unless otherwise defined, this definition also applies to cycloalkyloxy groups that are part of a complex substituent, such as cycloalkyloxyalkyl.

[0136] As used herein, the term "C3-C8-halocycloalkyloxy" refers to one or more hydrogen atoms in a C3-C8-cycloalkyloxy group as defined above being replaced by one or more halogen atoms, which may be the same or different.

[0137] The term "C2-C6-alkenyloxy" as used herein refers to the formula (C2-C6-alkenyl)-O-, where the term "C1-C6-alkenyl" group is as defined herein. Examples of C2-C6-alkenyloxy include, but are not limited to, vinyloxy (or "ethenyloxy"), prop-2-en-1-yloxy (or "allyloxy"), prop-1-en-1-yloxy, but-3-enyloxy, but-2-enyloxy, but-1-enyloxy, pent-4-enyloxy, pent-3-enyloxy, pent-2-enyloxy, pent-1-enyloxy, hex-5-enyloxy, hex-4-enyloxy, hex-3-enyloxy, hex-2-enyloxy, hex-1-enyloxy, prop-1-en-2-yloxy (or "isopropenyloxy"), 2-methylprop-2-enyloxy, 1-methylprop-2-enyloxy, 2-methylprop-1-enyloxy, 1-methylprop-1-enyloxy, 3-methylbut-3-enyloxy, 2-methylbut-3-enyloxy, 1-methylbut-3-enyloxy, 3-methylbut-2-enyloxy, 2-methylbut-2-enyloxy, 1-methylbut-2-enyloxy, 3-methylbut-1-enyloxy, 2-methylbut-1-enyloxy, 1-methylbut-1-enyloxy, 1,1-dimethylprop-2-enyloxy, 1-ethylprop-1-enyloxy, 1-propylvinyloxy, 1-isopropylvinyloxy, 4-methylpent-4-enyloxy, 3-methylpent-4-enyloxy, 2-methylpent-4-enyloxy, 1-methylpent-4-enyloxy, 4-methylpent-3-enyloxy, 3-methylpent-3-enyloxy, 2-methylpent-3-enyloxy, 1-methylpent-3-enyloxy, 4-methylpent-2-enyloxy, 3-methylpent-2-enyloxy, 2-methylpent-2-enyloxy, 1-methylpent-2-enyloxy, 4-methylpent-1-enyloxy, 3-methylpent-1-enyloxy, 2-methylpent-1-enyloxy, 1-methylpent-1-enyloxy, 3-ethylbut-3-enyloxy, 2-ethylbut-3-enyloxy, 1-ethylbut-3-enyloxy, 3-ethylbut-2-enyloxy, 2-ethylbut-2-enyloxy, 1-ethylbut-2-enyloxy, 3-ethylbut-1-enyloxy, 2-ethylbut-1-enyloxy, 1-ethylbut-1-enyloxy, 2-propylprop-2-enyloxy, 1-propylprop-2-enyloxy, 2-isopropylprop-2-enyloxy, 1-isopropylprop-2-enyloxy, 2-propylprop-1-enyloxy, 1-propylprop-1-enyloxy, 2-isopropylprop-1-enyloxy, 1-isopropylprop-1-enyloxy, 3,3-dimethylprop-1-enyloxy, 1-(1,1-dimethylethyl)vinyloxy, buta-1,3-dienyloxy, penta-1,4-dienyloxy, hexa-1,5-dienyloxy or methylhexa-1,5-dienyloxy.

[0138] As used herein, the term "C2-C6-haloalkenyloxy" means that one or more hydrogen atoms in the (C2-C6-alkenyl)-O-group defined above are replaced by one or more halogen atoms, and the halogen atoms may be the same or different.

[0139] As used herein, the term "C2-C6-alkenylene" means a divalent C2-C6-alkenyl as defined herein. Examples of C2-C6-alkenylene include, but are not limited to, vinylene, 1,3-propenylene, butenylene, pentenylene, hexenylene, heptenylene, octenylene, nonenylene, decenylene, undecenylene, dodecenylene, etc.

[0140] As used herein, the term "C2-C6-haloalkynyloxy" means that one or more hydrogen atoms in the (C2-C6-alkynyl)-O-group defined above are replaced by one or more halogen atoms, and the halogen atoms may be the same or different.

[0141] As used herein, the term "C1-C6-alkylthio" means a straight-chain or branched-chain saturated group of the formula (C1-C6-alkyl)-S-, wherein the term "C1-C6-alkyl" is as defined herein. Examples of C1-C6-alkylthio include, but are not limited to, methylthio, ethylthio, propylthio, isopropylthio, butylthio, sec-butylthio, isobutylthio, tert-butylthio, pentylthio, isopentylthio, hexylthio.

[0142] As used herein, the term "C1-C6-haloalkylthio" means that one or more hydrogen atoms in the C1-C6-alkylthio defined above are replaced by one or more halogen atoms, and the halogen atoms may be the same or different.

[0143] As used herein, the term "C3-C8-cycloalkylthio" means a monovalent, monocyclic saturated hydrocarbon ring containing 3, 4, 5, 6, 7 or 8 carbon atoms and bonded to the backbone through a sulfur atom. Examples of monocyclic C3-C8-cycloalkylthio include, but are not limited to, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cycloheptylthio or cyclooctylthio.

[0144] The term "C1-C6-alkylsulfinyl" as used herein refers to a straight-chain or branched-chain saturated group of the formula (C1-C6-alkyl)-S(=O)-, wherein the term "C1-C6-alkyl" is as defined herein. Examples of C1-C6-alkylsulfinyl include, but are not limited to, straight-chain or branched-chain saturated alkylsulfinyl groups having from 1 to 8, preferably from 1 to 6 and more preferably from 1 to 4 carbon atoms, such as (but not limited to) C1-C6-alkylsulfinyl, such as methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl, butylsulfinyl, 1-methylpropylsulfinyl, 2-methylpropylsulfinyl, 1,1-dimethylethylsulfinyl, pentylsulfinyl, 1-methylbutylsulfinyl, 2-methylbutylsulfinyl, 3-methylbutylsulfinyl, 2,2-dimethylpropylsulfinyl, 1-ethylpropylsulfinyl, 1,1-dimethylpropylsulfinyl, 1,2-dimethylpropylsulfinyl, hexylsulfinyl, 1-methylpentylsulfinyl, 2-methylpentylsulfinyl, 3-methylpentylsulfinyl, 4-methylpentylsulfinyl, 1,1-dimethylbutylsulfinyl, 1,2-dimethylbutylsulfinyl, 1,3-dimethylbutylsulfinyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3-dimethylbutylsulfinyl, 1-ethylbutylsulfinyl, 2-ethylbutylsulfinyl, 1,1,2-trimethylpropylsulfinyl, 1,2,2-trimethylpropylsulfinyl, 1-ethyl-1-methylpropylsulfinyl and 1-ethyl-2-methylpropylsulfinyl.

[0145] The term "C1-C6-haloalkylsulfinyl" as used herein refers to one or more hydrogen atoms in the C1-C6-alkylsulfinyl as defined above being replaced by one or more halogen atoms, which may be the same or different.

[0146] The term "C3-C8-cycloalkylsulfinyl" as used herein refers to a monovalent, monocyclic saturated hydrocarbon ring containing 3, 4, 5, 6, 7 or 8 carbon atoms and bonded to the backbone via an -S(=O)- group. Examples of monocyclic C3-C8-cycloalkylsulfinyl include, but are not limited to, cyclopropylsulfinyl, cyclobutylsulfinyl, cyclopentylsulfinyl, cyclohexylsulfinyl, cycloheptylsulfinyl or cyclooctylsulfinyl.

[0147] As used herein, the term "C1-C6-alkylsulfonyl" refers to a straight-chain or branched-chain saturated group of the formula (C1-C6-alkyl)-S(=O)2-, where the term "C1-C6-alkyl" is as defined herein. Examples of C1-C6-alkylsulfonyl include, but are not limited to, methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, 2-methylpropylsulfonyl, 1,1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, 1,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, 2-methylpentylsulfonyl, 3-methylpentylsulfonyl, 4-methylpentylsulfonyl, 1,1-dimethylbutylsulfonyl, 1,2-dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl, 2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, 2-ethylbutylsulfonyl, 1,1,2-trimethylpropylsulfonyl, 1,2,2-trimethylpropylsulfonyl, 1-ethyl-1-methylpropylsulfonyl, and 1-ethyl-2-methylpropylsulfonyl.

[0148] As used herein, the term "C1-C6-haloalkylsulfonyl" refers to one or more hydrogen atoms in the C1-C6-alkylsulfonyl as defined above being replaced by one or more halogen atoms, where the halogen atoms may be the same or different.

[0149] As used herein, the term "C3-C8-cycloalkylsulfonyl" refers to a monovalent, monocyclic saturated hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms and bonded to the backbone through an -S(=O)2- group. Examples of monocyclic C3-C8-cycloalkylsulfonyl include, but are not limited to, cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, cyclohexylsulfonyl, cycloheptylsulfonyl, or cyclooctylsulfonyl.

[0150] As used herein, the term "C1-C6-alkylcarbonyl" refers to a straight-chain or branched-chain saturated group of the formula (C1-C6-alkyl)-C(=O)-, where the term "C1-C6-alkyl" is as defined herein.

[0151] As used herein, the term "C1-C6-haloalkylcarbonyl" refers to one or more hydrogen atoms in the C1-C6-alkylcarbonyl as defined above being replaced by one or more halogen atoms, where the halogen atoms may be the same or different.

[0152] As used herein, the term "C1-C6-alkylcarbonyloxy" refers to a straight-chain or branched-chain saturated group of the formula (C1-C6-alkyl)-C(=O)O-, wherein the term "C1-C6-alkyl" is as defined herein.

[0153] As used herein, the term "C1-C6-alkoxycarbonyl" refers to a straight-chain or branched-chain saturated group of the formula (C1-C6-alkoxy)-C(=O)-, wherein the term "C1-C6-alkoxy" is as defined herein.

[0154] As used herein, the term "C1-C6-haloalkoxycarbonyl" refers to a C1-C6-alkoxycarbonyl as defined above in which one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different.

[0155] As used herein, the term "mono-(C1-C6-alkyl)amino" refers to an amino group having one C1-C6-alkyl as defined herein. Examples of mono-(C1-C6-alkyl)amino include, but are not limited to, N-methylamino, N-ethylamino, N-isopropylamino, N-n-propylamino, N-isopropylamino and N-tert-butylamino.

[0156] As used herein, the term "di-(C1-C6-alkyl)amino" refers to an amino group having two C1-C6-alkyl as defined herein. Examples of di-(C1-C6-alkyl)amino include, but are not limited to, N,N-dimethylamino, N,N-diethylamino, N,N-diisopropylamino, N-ethyl-N-methylamino, N-methyl-N-n-propylamino, N-isopropyl-N-n-propylamino and N-tert-butyl-N-methylamino.

[0157] As used herein, the term "C3-C 12 -carbocyclic group" refers to a saturated or partially unsaturated hydrocarbon ring system in which all ring members (which may be 3 to 12) are carbon atoms. The ring system may be monocyclic or polycyclic (fused, spiro or bridged). C3-C 12 -carbocycles include, but are not limited to, C3-C 12 -cycloalkyl (monocyclic or bicyclic), C3-C 12 -cycloalkenyl (monocyclic or bicyclic), bicyclic systems comprising an aryl (such as phenyl) fused to a monocyclic C3-C8-cycloalkyl (such as tetrahydronaphthyl, dihydroindenyl, 3-bicyclo[4.2.0]octa-1,3,5-trienyl), bicyclic systems comprising an aryl (such as phenyl) fused to a monocyclic C3-C8-cycloalkenyl (such as indenyl, dihydronaphthyl), and tricyclic systems comprising a cyclopropyl linked to a bicyclic system through one carbon atom, said bicyclic system comprising an aryl (such as phenyl) fused to a C3-C8-cycloalkyl or C3-C8-cycloalkenyl. The C3-C 12-The carbocyclic ring can be connected to the parent molecular moiety through any carbon atom.

[0158] As used herein, the term "C3-C 12 -cycloalkenyl" refers to a monovalent, monocyclic or bicyclic unsaturated hydrocarbon ring containing 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12 carbon atoms and 1 or 2 double bonds. Examples of monocyclic C3-C8-cycloalkenyls include, but are not limited to, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, and cyclooctenyl. Examples of bicyclic C6-C 12 -cycloalkenyls include, but are not limited to, 3-bicyclo[4.2.0]octa-1,3,5-trienyl, bicyclo[2.2.1]hept-2-enyl, or bicyclo[2.2.2]oct-2-enyl.

[0159] As used herein, the term "C6-C 14 -aryl" refers to an aromatic hydrocarbon ring system in which all ring members (which may be 6 to 14, preferably 6 to 10) are carbon atoms. The ring system may be monocyclic or fused polycyclic (such as bicyclic or tricyclic). Examples of aryls include, but are not limited to, phenyl, azulenyl, and naphthyl.

[0160] As used herein, the term "3- to 14-membered heterocyclic group" refers to a 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-, 11-, 12-, 13- or 14-membered saturated or partially unsaturated ring system containing 1 to 4 heteroatoms independently selected from oxygen, nitrogen and sulfur. If the ring system contains more than one oxygen atom, they are not directly adjacent. Heterocycles include, but are not limited to, 3- to 7-membered monocyclic heterocycles and 8- to 14-membered polycyclic (such as bicyclic or tricyclic) heterocycles. The 3- to 14-membered heterocyclic group can be linked to the parent molecular moiety through any carbon atom or nitrogen atom contained in the heterocycle. Examples of saturated heterocycles include, but are not limited to, 3-membered rings such as oxiranyl, aziridinyl; 4-membered rings such as azetidinyl, oxetanyl, thietanyl; 5-membered rings such as tetrahydrofuryl, 1,3-dioxolanyl, tetrahydrothienyl, pyrrolidinyl, pyrazolidinyl, imidazolidinyl, triazolidinyl, isoxazolidinyl, oxazolidinyl, oxadiazolidinyl, thiazolidinyl, isothiazolidinyl, thiadiazolidinyl; 6-membered rings such as piperidinyl, hexahydropyridazinyl, hexahydropyrimidinyl, piperazinyl, triazinanyl, hexahydrotriazinyl, tetrahydropyranyl, dioxanyl, tetrahydrothiopyranyl, dithianyl, morpholinyl, 1,2-oxazepanyl, oxathiazepanyl, thiomorpholinyl; or 7-membered rings such as oxepanyl, azepanyl, 1,4-diazepanyl and 1,4-oxazepanyl. Examples of unsaturated heterocyclic groups include, but are not limited to, 5-membered rings such as dihydrofuryl, 1,3-dioxoleneyl, dihydrothienyl, pyrrolineyl, dihydroimidazolyl, dihydropyrazolyl, isoxazolineyl, dihydrooxazolyl, dihydrothiazolyl; or 6-membered rings such as pyranyl, thiopyranyl, thiazinyl and thiadiazinyl. The bicyclic heterocycle can be composed of a monocyclic heteroaryl group as defined herein fused to a monocyclic C3-C8-cycloalkyl group, a monocyclic C3-C8-cycloalkenyl group or a monocyclic heterocycle, or can be composed of a monocyclic heterocycle fused to an aryl group (such as phenyl), a C3-C8-cycloalkyl group, a C3-C8-cycloalkenyl group or a monocyclic heterocycle. When two monocyclic heterocycles or a monocyclic heterocycle and a monocyclic heteroaryl group containing a nitrogen atom are fused, the nitrogen atom can be located at the bridgehead (for example, 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridinyl, 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridinyl, 5,6,7,8-tetrahydroimidazo[1,2-a]pyridinyl). The tricyclic heterocycle can be composed of a monocyclic cycloalkyl group connecting a bicyclic heterocycle through a common atom.

[0161] As used herein, the terms "3- to 7-membered heterocyclic group" and "3- to 7-membered heterocyclic ring" refer to saturated ring systems having 3, 4, 5, 6 or 7 members containing 1 or 2 heteroatoms independently selected from oxygen, nitrogen and sulfur. Examples include, but are not limited to, oxiranyl, aziridinyl, azetidinyl, oxetanyl, thietanyl, tetrahydrofuranyl, 1,3-dioxolanyl, tetrahydrothienyl, pyrrolidinyl, pyrazolidinyl, imidazolidinyl, triazolidinyl, isoxazolidinyl, oxazolidinyl, oxadiazolidinyl, thiazolidinyl, isothiazolidinyl, thiadiazolidinyl, piperidinyl, hexahydropyridazinyl, hexahydropyrimidinyl, piperazinyl, triazacyclohexyl, hexahydrotriazinyl, tetrahydropyranyl, dioxanyl, tetrahydrothianyl, dithianyl, morpholinyl, 1,2-oxazacyclohexyl, oxathiazacyclohexyl, thiomorpholinyl, oxepanyl, azepanyl, 1,4-diazepanyl and 1,4-oxazepanyl. Preferred 3- to 7-membered heterocyclic groups are oxiranyl, aziridinyl, azetidinyl, oxetanyl, tetrahydrofuranyl, 1,3-dioxolanyl, pyrrolidinyl, piperidinyl, piperazinyl, tetrahydropyranyl, dioxanyl, morpholinyl and thiomorpholinyl.

[0162] As used herein, the term "5- to 14-membered heteroaryl" refers to an aromatic ring system containing 1 to 4 heteroatoms independently selected from oxygen, nitrogen and sulfur. If the ring system contains more than one oxygen atom, they are not directly adjacent. Aromatic heterocycles include 5- or 6-membered monocyclic heteroaryls and 7- to 14-membered polycyclic (such as bicyclic or tricyclic) heteroaryls. The 5- to 14-membered heteroaryl can be attached to the parent molecular moiety through any carbon atom or nitrogen atom contained in the heterocycle.

[0163] As used herein, the term "5- or 6-membered heteroaryl" refers to a 5- or 6-membered aromatic monocyclic ring system containing 1, 2, 3 or 4 heteroatoms independently selected from oxygen, nitrogen and sulfur. Examples of 5-membered monocyclic heteroaryls include, but are not limited to, furyl (furanyl), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, isoxazolyl, oxazolyl, oxadiazolyl, oxatriazolyl, isothiazolyl, thiazolyl, thiadiazolyl and thiatriazolyl. Examples of 6-membered monocyclic heteroaryls include, but are not limited to, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, tetrazinyl.

[0164] As used herein, the term "7- to 14-membered heteroaryl" refers to a 7-, 8-, 9-, 10-, 11-, 12-, 13- or 14-membered aromatic polycyclic (such as bicyclic or tricyclic) ring system containing 1, 2 or 3 heteroatoms independently selected from oxygen, nitrogen and sulfur. The bicyclic heteroaryl may be composed of a monocyclic heteroaryl as defined herein fused to an aryl (such as phenyl) or a monocyclic heteroaryl. Examples of the bicyclic heteroaryl include, but are not limited to, 9-membered rings such as indolyl, indolizinyl, isoindolyl, benzimidazolyl, imidazopyridyl, indazolyl, benzotriazolyl, purinyl, benzofuranyl, benzothienyl, benzothiazolyl, benzoxazolyl and benzisoxazolyl, or 10-membered rings such as quinolinyl, isoquinolinyl, cinnolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, naphthyridinyl, pteridinal and benzodioxinyl. In a 9- or 10-membered bicyclic heteroaryl containing two fused 5- or 6-membered monocyclic heteroaryls, the nitrogen atom may be located at the bridging position (such as imidazo[1,2-a]pyridyl, [1,2,4]triazolo[4,3-a]pyridyl, imidazo[1,2-a]pyridyl, imidazo[2,1-b]oxazolyl, furano[2,3-d]isoxazolyl). Examples of the tricyclic aromatic heterocyclic group include, but are not limited to, carbazolyl, acridinyl and phenazinyl.

[0165] As used herein, the term "C3-C 12 -carbocyclyloxy", "C3-C8-cycloalkyloxy", "C6-C 14 -aryloxy", "5- to 14-membered heteroaryloxy", "3- to 14-membered heterocyclyloxy" refers to a group of the formula -O-R, wherein R is a C3-C 12 -carbocyclic group, a C3-C8-cycloalkyl group, a C6-C 14 -aryl group, a 5- to 14-membered heteroaryl group or a 3- to 14-membered heterocyclic group as defined herein, respectively.

[0166] As used herein, the term "C3-C 12 -carbocyclicthio", "C6-C 14 -arylthio", "5- to 14-membered heteroarylthio", "3- to 14-membered heterocyclicthio" refers to a group of the formula -S-R, wherein R is a C3-C 12 -carbocyclic group, a C6-C 14 -aryl group, a 5- to 14-membered heteroaryl group or a 3- to 14-membered heterocyclic group as defined herein, respectively.

[0167] As used herein, the term "C3-C 12 -carbocyclicsulfinyl", "C6-C 14"-arylsulfinyl", "5- to 14-membered heteroarylsulfinyl", "3- to 14-membered heterocyclosulfinyl" refer to a group of the formula -(S=O)-R, where R is a C3-C 12 -carbocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl or 3- to 14-membered heterocyclic group as defined herein.

[0168] As used herein, the term "C3-C 12 -carbocyclic sulfonyl", "C6-C 14 -aryl sulfonyl", "5- to 14-membered heteroaryl sulfonyl", "3- to 14-membered heterocyclic sulfonyl" refer to a group of the formula -(S=O)2-R, where R is a C3-C 12 -carbocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl or 3- to 14-membered heterocyclic group as defined herein.

[0169] As used herein, the term "leaving group" is understood to refer to a group that is transferred from a compound in a substitution or elimination reaction, such as a halogen atom, trifluoromethanesulfonate ("triflate") group, alkoxy group, methanesulfonate, p-toluenesulfonate, etc.

[0170] When referring to the variables Q, E, T, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and m, the term "as described herein" incorporates by reference the broad definitions of the variables, as well as the preferred, more preferred and even more preferred definitions (if any).

[0171] Compounds obtained by combinations that are contrary to the laws of nature and that would thus be excluded by a person skilled in the art based on his / her expertise are not covered herein. For example, ring structures having three or more adjacent oxygen atoms are excluded.

[0172] The compounds of formula (I) may suitably be in their free form, salt form, N-oxide form or solvate form (e.g., hydrate).

[0173] Depending on the nature of the substituents, the compounds of formula (I) may exist in different stereoisomeric forms. These stereoisomers are, for example, enantiomers, diastereomers, atropisomers or geometric isomers. Accordingly, the present invention encompasses pure stereoisomers and any mixtures of these isomers. When a compound can exist in more than two tautomeric forms in an equilibrium state, a compound referred to by means of one tautomeric description is to be regarded as including all tautomeric forms.

[0174] Depending on the number of double bonds in the compound, any compound of the present invention may also exist in the form of one or more geometric isomers. Depending on the nature of the substituents on the double bond or the ring, the geometric isomers may exist in the cis-(=Z-) or trans-(=E-) form. Accordingly, the present invention also relates to all geometric isomers and all possible mixtures in all ratios.

[0175] Depending on the nature of the substituents, the compounds of formula (I) may exist in the form of the free compound and / or its salts (such as agrochemically active salts).

[0176] Agrochemically active salts include acid addition salts of inorganic acids and organic acids as well as salts of conventional bases. Examples of inorganic acids are hydrohalic acids (such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid), sulfuric acid, phosphoric acid and nitric acid, and acid salts (such as sodium bisulfate and potassium bisulfate). Useful organic acids include, for example, formic acid, carbonic acid and alkanoic acids (such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid), as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, saturated or mono-unsaturated or di-unsaturated fatty acids having 6 to 20 carbon atoms, alkyl sulfuric acid monoesters, alkyl sulfonic acids (sulfonic acids having straight-chain or branched-chain alkyl groups with 1 to 20 carbon atoms), aryl sulfonic acids or aryl disulfonic acids (aromatic groups such as phenyl and naphthyl carrying one or two sulfonic acid groups), alkyl phosphonic acids (phosphonic acids having straight-chain or branched-chain alkyl groups with 1 to 20 carbon atoms), aryl phosphonic acids or aryl diphosphonic acids (aromatic groups such as phenyl and naphthyl carrying one or two phosphonic acid groups), where the alkyl and aryl groups may carry other substituents, such as p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.

[0177] A solvate of a compound or its salt of the present invention is a stoichiometric composition of the compound with a solvent.

[0178] The compounds of the present invention may exist in a variety of crystalline and / or amorphous forms. Crystalline forms include unsolvated crystalline forms, solvates and hydrates.

[0179] As used herein, the term "leaving group" should be understood to mean a group that is transferred from a compound in a substitution or elimination reaction, such as a halogen atom, a trifluoromethanesulfonate ("triflate") group, an alkoxy group, a methanesulfonate group, a p-toluenesulfonate group, etc.

[0180] When referring to the variables A, E, Q, L, m, T, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R7 and R 8 When, the term "as described herein" incorporates by reference the broad definition of the variables described, as well as the preferred, more preferred, and even more preferred definitions (if any).

[0181] The present invention also relates to compounds of formula (I), wherein

[0182] A 1 is N or CR 8 ,

[0183] wherein R 8 is hydrogen or halogen,

[0184] A 2 is O, S, C(=O), S(=O), S(=O)2, NR 1 or CR 2A R R2B ,

[0185] wherein

[0186] R 1 is hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[0187] wherein the C1-C6-alkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[0188] and

[0189] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[0190] R 2A and R 2B are independently hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[0191] Wherein, the C1-C6-alkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0192] and

[0193] wherein, the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0194] or

[0195] R 2A and R 2B together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring

[0196] m is 0, 1 or 2,

[0197] T is hydrogen, hydroxy, C1-C6-alkyl, -C(=O)R 11 , -C(=O)(OR 12 ), -C(=O)N(R 13 )2, -S(=O)R 14 , -S(=O)2R 14 or -S(=O)2N(R 14 ), where

[0198] R 11 and R 12 are independently C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[0199] R 13 and R 14 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[0200] R 3 and R 4Independently hydrogen, halogen, cyano, hydroxy, formyl, carboxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclo, or -O-Si(C1-C6-alkyl)3,

[0201] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclo,

[0202] and

[0203] wherein the C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl and 3- to 14-membered heterocyclo are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclo,

[0204] or

[0205] R 3 and R 4 together with the carbon atom to which they are attached form a carbonyl, methylene, C3-C8-cycloalkyl-ring or 3- to 7-membered heterocyclo-ring,

[0206] wherein the C3-C8-cycloalkyl-ring and 3- to 7-membered heterocyclo-ring are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclo,

[0207] R 5is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl or -O-Si(C1-C6-alkyl)3,

[0208] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group, and

[0209] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0210] or

[0211] R 3 and R 5 or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[0212] L is a direct bond, carbonyl, C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene-, -C1-C6-alkylene-C(=O)-, -NR L1 -, -NR L2 (C=O)-, -C(=O)NR L3 -, -NR L4 S(=O)2-, -S(=O)2NR L5 -, -C(=NOR L6 )-, -C(=N-N(R L7 )2)-, -C(=NR L8 )- or a group of the following formula:

[0213]

[0214] wherein

[0215] said C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene- and -C1-C6-alkylene-C(=O)- are optionally substituted by 1 to 3 substituents L SA substituted,

[0216] # is the point of attachment to the heterocyclic group

[0217] ## is the point of attachment to R 6 attached

[0218] L 1 is a direct bond or C1-C6-alkylene,

[0219] L 2 is a direct bond or C1-C6-alkylene,

[0220] E is C3-C8-cycloalkyl, C3-C8-cycloalkenyl or a 3- to 7-membered heterocyclic group,

[0221] wherein said C3-C8-cycloalkyl, C3-C8-cycloalkenyl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[0222] R L1 、R L2 、R L3 and R L4 are independently hydrogen or C1-C6-alkyl,

[0223] R L5 、R L6 、R L7 and R L8 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[0224] L SA are independently halogen, cyano, hydroxy, carboxy, methylene, halomethylene, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[0225] and / or

[0226] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[0227] L SC independently is halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[0228] and / or

[0229] two Ls SC substituents together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[0230] R 6 is C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclic thio, C6-C 14 -arylthio, 5- to 14-membered heteroarylthio, 3- to 14-membered heterocyclic thio, C3-C 12 -carbocyclic sulfinyl, C6-C 14 -arylsulfinyl, 5- to 14-membered heteroarylsulfinyl, 3- to 14-membered heterocyclic sulfinyl, C3-C 12 -carbocyclic sulfonyl, C6-C 14 -arylsulfonyl, 5- to 14-membered heteroarylsulfonyl, 3- to 14-membered heterocyclic sulfonyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl or C1-C3-alkylsulfonyl,

[0231] wherein the C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl and C1-C3-alkylsulfonyl are substituted by 1 substituent selected from: C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group and 5- to 14-membered heteroaryl,

[0232] wherein the C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group

[0233] and 5- to 14-membered heteroaryl are each optionally substituted by 1 to 4 Rs6S substituted with substituents, wherein C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclic oxy group, C6-C 14 -aryloxy group, 5- to 14-membered heteroaryloxy group, 3- to 14-membered heterocyclic oxy group, C3-C 12 -carbocyclic thio group, C6-C 14 -arylthio group, 5- to 14-membered heteroarylthio group, 3- to 14-membered heterocyclic thio group, C3-C 12 -carbocyclic sulfinyl group, C6-C 14 -arylsulfinyl group, 5- to 14-membered heteroarylsulfinyl group, 3- to 14-membered heterocyclic sulfinyl group, C3-C 12 -carbocyclic sulfonyl group, C6-C 14 -arylsulfonyl group, 5- to 14-membered heteroarylsulfonyl group and 3- to 14-membered heterocyclic sulfonyl group are optionally substituted with 1 to 4 R 6S substituents,

[0234] wherein

[0235] R 6S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 15 )2, -O(C=O)R 16 , -C(=O)R 16 , -C(=O)(OR 17 )), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3,

[0236] Wherein, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[0237] or

[0238] two substituents C1-C6-alkyl together with the same carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[0239] and

[0240] Wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[0241] and, wherein

[0242] R 15 is independently hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[0243] wherein the C1-C6-alkyl is optionally substituted, in sequence, with 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[0244] and

[0245] wherein the C3-C8-cycloalkyl is optionally substituted, in sequence, with 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl,

[0246] R 16 、R 17 、R 18 and R 19 are independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl,

[0247] wherein the C1-C6-alkyl and C1-C6-haloalkyl are optionally substituted, in sequence, with 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[0248] R 7is hydrogen, halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclicoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 、-NR 23 C(=O)R 24 、-C(=O)(OR 25 )、-C(=O)N(R 26 )2、-S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0249] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa Substituents, where C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -Aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group are optionally substituted by 1 to 3 R 7Sc Substituents,

[0250] And, where

[0251] R 20 Independently is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[0252] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are optionally substituted by 1 to 3 substituents R 7Sa Substituted,

[0253] And

[0254] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are optionally substituted by 1 to 3 substituents R7Sc substituted

[0255] R 21 and R 22 are independently hydroxy, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[0256] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are each optionally substituted by 1 to 3 R 7Sa substituents,

[0257] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[0258] wherein the C1-C6-alkyl and C1-C6-haloalkyl are each optionally substituted by 1 to 3 R 7Sa substituents,

[0259] and

[0260] wherein the C3-C8-cycloalkyl is each optionally substituted by 1 to 3 R 7Sc substituents,

[0261] wherein

[0262] R 7Sa are independently cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or a 3- to 7-membered heterocyclic group,

[0263] R 7Sc are independently halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[0264] or

[0265] Two Rs bonded to the same carbon atom 7Sc The substituents C1-C6-alkyl together form a C3-C8-cycloalkyl-ring,

[0266] Q is C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group,

[0267] wherein the C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group is optionally substituted by 1 to 5 substituents Q S substituted,

[0268] wherein

[0269] Q S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -O-C(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 and -N(R 43 )2,

[0270] wherein

[0271] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[0272] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group and 5- to 14-membered heteroaryl are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[0273] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are each further optionally substituted by two substituents which, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl,

[0274] and, wherein

[0275] R 33 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy,

[0276] R 34 、R 35 、R 36 、R 37 、R 38 、R 39 、R 40 、R41 and R 42 independently are hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy,

[0277] wherein

[0278] the C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy are each optionally substituted in sequence by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0279] and, wherein

[0280] R 43 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl or C3-C8-cycloalkyl,

[0281] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl and C2-C6-haloalkenyl are each optionally substituted in sequence by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0282] wherein the C3-C8-cycloalkyl is each optionally substituted in sequence by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic group,

[0283] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are each further optionally substituted by two substituents which together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[0284] and its N-oxide, salt, hydrate and hydrate of its salt and N-oxide.

[0285] Preferably, the present invention relates to a compound of formula (I), wherein

[0286] A 1 is CR 8 ,

[0287] wherein

[0288] R 8 is hydrogen, fluorine, chlorine or methyl,

[0289] A 2 is O, C(=O), NR 1 or CR 2A R R2B ,

[0290] wherein

[0291] R 1 is hydrogen, formyl, C1-C4-alkyl or C3-C6-cycloalkyl,

[0292] R 2A and R 2B are independently hydrogen or C1-C4-alkyl,

[0293] m is 0, 1 or 2,

[0294] T is hydrogen or C1-C4-alkyl,

[0295] R 3 and R 4 are independently hydrogen, fluorine, chlorine, C1-C4-alkyl, C1-C4-alkylcarbonyl, C1-C4-alkylcarbonyloxy, C2-C4-alkenyl, C2-C4-alkynyl or C3-C6-cycloalkyl,

[0296] R 5 is hydrogen or C1-C4-alkyl,

[0297] L is a direct bond, C1-C4-alkylene or a group of the following formula:

[0298]

[0299] wherein

[0300] the C1-C4-alkylene is optionally substituted by 1 to 3 substituents L SA substituted,

[0301] # is the point of attachment to the heterocyclic group-group,

[0302] ## is the point of attachment to R 6 connected,

[0303] L 1 is a direct bond or C1-C6-alkylene,

[0304] L 2 is a direct bond or a C1-C6-alkylene group,

[0305] E is a C3-C8-cycloalkyl group or a 3- to 7-membered heterocyclic group,

[0306] wherein the C3-C8-cycloalkyl group and the 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[0307] wherein

[0308] L SA is independently fluorine, chlorine or hydroxyl,

[0309] or

[0310] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C6-cycloalkyl ring or a 4- to 7-membered heterocyclic ring,

[0311] L SC is independently fluorine, chlorine, hydroxyl, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy,

[0312] R 6 is a C5-C 10 -carbocyclic group, phenyl, naphthyl, 5- to 10-membered heterocyclic group or 5- to 10-membered heteroaryl group, C5-C 10 -carbocyclic group oxy, phenoxy, naphthoxy, 5- to 10-membered heteroaryloxy, 5- to 10-membered heterocyclic group oxy, C5-C 10 -carbocyclic group thio, phenylthio, naphthylthio, 5- to 10-membered heteroarylthio, 5- to 10-membered heterocyclic group thio, C1-C3-alkoxy or C1-C3-haloalkoxy,

[0313] wherein the C1-C3-alkoxy and C1-C3-haloalkoxy are substituted by 1 substituent selected from the following: C5-C 10 -carbocyclic group, phenyl, naphthyl, 5- to 10-membered heterocyclic group and 5- to 10-membered heteroaryl group,

[0314] wherein the C5-C 10 -carbocyclic group, phenyl, naphthyl, 5- to 10-membered heterocyclic group and 5- to 10-membered heteroaryl group are each optionally substituted by 1 to 3 R 6S substituents, wherein the C5-C 10 -carbocyclic group, phenyl, naphthyl, 5- to 10-membered heterocyclic group or 5- to 10-membered heteroaryl group, C5-C 10-carbocyclyloxy, phenoxy, naphthoxy, 5- to 10-membered heteroaryloxy, 5- to 10-membered heterocycloxy, C5-C 10 -carbocyclylthio, phenylthio, naphthylthio, 5- to 10-membered heteroarylthio and 5- to 10-membered heterocyclthio are optionally substituted with 1 to 3 R 6S substituents,

[0315] wherein

[0316] R 6S is independently selected from the following: halogen, cyano, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C3-C6-cycloalkylthio, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclo, -C(=O)R 16 ,

[0317] -C(=O)(OR 17 ) or -C(=O)N(R 18 )2,

[0318] wherein, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio and C1-C4-haloalkylthio are further optionally substituted with 1 to 3 substituents independently selected from the following: halogen, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, -Si(C1-C4-alkyl)3, C3-C6-cycloalkyl and C3-C6-halocycloalkyl,

[0319] and

[0320] wherein, C3-C6-cycloalkylthio, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, phenyl, naphthyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclo are further optionally substituted with 1 to 3 substituents independently selected from the following: fluorine, chlorine, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy,

[0321] and, wherein

[0322] R 16 , R 17 and R 18independently is hydrogen, C1-C4-alkyl or C1-C4-haloalkyl,

[0323] wherein the C1-C4-alkyl and C1-C4-haloalkyl are each optionally substituted by 1 to 3 substituents independently selected from the group consisting of halogen, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl,

[0324] R 7 is hydrogen, halogen, cyano, hydroxy, mercapto, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C3-C6-cycloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C3-C6-cycloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C3-C6-cycloalkylsulfonyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, phenyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C6-cycloalkoxy, phenoxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0325] wherein the C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl and C1-C4-haloalkylsulfonyl are each optionally substituted by 1 to 3 R 7Sa substituents,

[0326] Wherein, C3-C6-cycloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C3-C6-cycloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C3-C6-cycloalkylsulfonyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, phenyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C6-cycloalkyloxy, phenyloxy, 5- or 6-membered heteroaryloxy and 3- to 7-membered heterocyclic aryloxy are optionally substituted with 1 to 3 R 7Sc substituents,

[0327] and wherein

[0328] R 20 is independently hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl or C3-C6-cycloalkyl,

[0329] R 21 and R 22 are independently hydroxy, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxy,

[0330] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 are independently hydrogen, C1-C4-alkyl, C1-C4-haloalkyl and C3-C6-cycloalkyl,

[0331] wherein

[0332] R 7Sa is independently hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl or -Si(C1-C4-alkyl)3,

[0333] R 7Sc is independently fluorine, chlorine, hydroxy, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy or C3-C8-cycloalkyl,

[0334] Q is phenyl, naphthyl, C5-C 10 -carbocyclic group, 5- to 10-membered heterocyclic group or 5- to 10-membered hetero

[0335] aryl,

[0336] wherein, phenyl, naphthyl, C5-C 10-carbocyclic group, 5- to 10-membered heterocyclic group, and 5- to 10-membered heteroaryl group are each optionally substituted with 1 to 3 substituents Q S substituted,

[0337] wherein

[0338] Q S is independently selected from the following: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C3-C6-cycloalkyl, 3- to 7-membered heterocyclic group, phenyl, 5- or 6-membered heteroaryl, -O-C(=O)R 33 and -N(R 43 )2, wherein

[0339] the C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl and C1-C4-haloalkylsulfonyl are each optionally substituted with 1 to 3 substituents independently selected from the following: cyano, amino, nitro, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl and 3- to 7-membered heterocyclic group,

[0340] the C3-C6-cycloalkyl, 3- to 7-membered heterocyclic group and 5- or 6-membered heteroaryl are each optionally substituted with 1 to 3 substituents independently selected from the following: halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl and C3-C6-cycloalkyl,

[0341] R 33 is C1-C4-alkyl or C1-C4-haloalkyl,

[0342] R 43 is independently hydrogen, C1-C4-alkyl, C1-C4-haloalkyl or C3-C6-cycloalkyl,

[0343] and its N-oxides, salts, hydrates and hydrates of its salts and N-oxides.

[0344] Preferably, the present invention relates to a compound of formula (I), wherein

[0345] A 1 is N or CR 8 ,

[0346] wherein R 8 is hydrogen or halogen,

[0347] A 2 is O, S, C(=O), S(=O), S(=O)2, NR 1 or CR 2A R R2B ,

[0348] wherein

[0349] R 1 is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl,

[0350] wherein the C1-C4-alkyl is optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0351] and

[0352] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0353] R 2A and R 2B are independently hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl,

[0354] wherein the C1-C4-alkyl is optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and a 3- to 7-membered heterocyclic group,

[0355] and

[0356] wherein the C3-C6-cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and a 3- to 7-membered heterocyclic group,

[0357] m is 0, 1, or 2,

[0358] T is hydrogen, C1-C4-alkyl,

[0359] R 3 and R 4 are independently hydrogen, fluorine, chlorine, C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, or C3-C6-cycloalkyl,

[0360] wherein the C1-C4-alkyl, C2-C4-alkenyl, and C2-C4-alkynyl are optionally substituted with 1 to 3 substituents independently selected from the following: fluorine, chlorine, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl, and C3-C6-halocycloalkyl,

[0361] and

[0362] wherein the C3-C6-cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from the following: fluorine, chlorine, hydroxy, oxo, methylene, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C3-C6-cycloalkyl, and C3-C6-halocycloalkyl,

[0363] or

[0364] R 5 is hydrogen, hydroxy, C1-C4-alkyl, C1-C4-alkoxy, or C1-C4-alkylthio,

[0365] wherein, the C1-C4-alkyl, C1-C4-alkoxy and C1-C6-alkylthio are optionally substituted by 1 to 3 substituents independently selected from: fluorine, chlorine, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl, and

[0366] wherein, the C3-C6-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from: fluorine, chlorine, hydroxyl, oxo, methylene, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl,

[0367] or

[0368] R 3 and R 5 or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C6-cycloalkyl-ring,

[0369] L is a direct bond, C1-C6-alkylene or a group of the following formula:

[0370]

[0371] wherein

[0372] the C1-C6-alkylene is optionally substituted by 1 to 3 substituents L SA substituted,

[0373] # is the point of attachment to the heterocyclic group-group,

[0374] ## is the point of attachment to R 6 connected,

[0375] L 1 is a direct bond or C1-C6-alkylene,

[0376] L 2 is a direct bond or C1-C6-alkylene,

[0377] E is C3-C6-cycloalkyl or a 3- to 7-membered heterocyclic group,

[0378] wherein, the C3-C6-cycloalkyl and the 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[0379] L SA is independently fluorine, chlorine, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl,

[0380] or

[0381] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C6-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[0382] L SC independently is fluorine, chlorine, hydroxy, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C3-C6-cycloalkyl or C3-C6-halocycloalkyl,

[0383] R 6 is C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclicthio, C6-C 14 -arylthio, 5- to 14-membered heteroarylthio, 3- to 14-membered heterocyclicthio, C1-C3-alkoxy, C1-C3-haloalkoxy,

[0384] wherein the C1-C3-alkoxy and C1-C3-haloalkoxy are substituted by 1 substituent selected from: C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic and 5- to 14-membered heteroaryl,

[0385] wherein the C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic and 5- to 14-membered heteroaryl are each optionally substituted by 1 to 3 R 6S substituents, wherein the C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclicthio, C6-C 14 -arylthio, 5- to 14-membered heteroarylthio and 3- to 14-membered heterocyclicthio are optionally substituted by 1 to 3 R 6S substituents,

[0386] wherein

[0387] R 6S is independently selected from the following: halogen, cyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C6-cycloalkylthio, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -C(=O)(OR 17 ) and -C(=O)N(R 18 )2,

[0388] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio and C1-C6-haloalkylthio are each optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl,

[0389] and

[0390] wherein the C3-C6-cycloalkylthio, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy,

[0391] and, wherein

[0392] R 17 and R 18 are independently hydrogen, C1-C4-alkyl or C1-C4-haloalkyl,

[0393] wherein the C1-C4-alkyl or C1-C4-haloalkyl is each optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl,

[0394] R 7is hydrogen, halogen, cyano, hydroxy, mercapto, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C3-C6-cycloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C3-C6-cycloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C3-C6-cycloalkylsulfonyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C6-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocycloxy, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 , wherein the C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl and C1-C4-haloalkylsulfinyl are optionally substituted by 1 to 3 R 7Sa substituents,

[0395] wherein the C3-C6-cycloalkylthio, C3-C6-cycloalkylsulfinyl, C3-C6-cycloalkylsulfonyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C6-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy and 3- to 7-membered heterocycloxy are optionally substituted by 1 to 3 R 7Sc substituents,

[0396] and wherein

[0397] R 20 is hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl or C3-C6-cycloalkyl, where the C1-C4-alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl and C2-C4-haloalkynyl are each optionally substituted by 1 to 3 substituents R 7Sa substituted,

[0398] and

[0399] where the C3-C6-cycloalkyl is each optionally substituted by 1 to 3 substituents R 7Sc substituted,

[0400] R 21 and R 22 are independently hydroxy, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxy,

[0401] where the C1-C4-alkyl, C1-C4-haloalkyl and C1-C4-alkoxy are each optionally

[0402] substituted by 1 to 3 R 7Sa substituents,

[0403] R 23 , R 24 , R 25 , R 26 , R 27 , R 28 and R 29 are independently hydrogen, C1-C4-alkyl, C1-C4-haloalkyl and C3-C6-cycloalkyl,

[0404] where the C1-C4-alkyl and C1-C4-haloalkyl are each optionally substituted by 1 or 2 R 7Sa substituents,

[0405] and

[0406] where the C3-C6-cycloalkyl is each optionally substituted by 1 or 2 R 7Sc substituents,

[0407] where

[0408] R 7Sa is independently hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy or C3-C6-cycloalkyl,

[0409] R 7Scindependently is fluorine, chlorine, hydroxyl, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy or C3-C6-cycloalkyl,

[0410] Q is phenyl, naphthyl, C3-C 10 -carbocyclic group, 5- to 10-membered heterocyclic group or 5- to 10-membered hetero

[0411] aryl,

[0412] wherein, phenyl, naphthyl, C3-C 10 -carbocyclic group, 5- to 10-membered heterocyclic group and 5- to 10-membered heteroaryl are optionally substituted by 1 to 3 substituents Q S substituted,

[0413] wherein

[0414] Q S is independently selected from the following: halogen, cyano, nitro, formyl, carboxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C3-C6-cycloalkyl, 3- to 7-membered heterocyclic group, phenyl, 5- or 6-membered heteroaryl,

[0415] wherein

[0416] the C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl and C1-C4-haloalkylsulfonyl are each optionally substituted by 1 to 3 substituents independently selected from the following: cyano, amino, nitro, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl, C3-C6-halocycloalkyl and 3- to 7-membered heterocyclic group,

[0417] The C3-C6-cycloalkyl, 3- to 7-membered heterocyclic group, phenyl and 5- or 6-membered heteroaryl are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of fluorine, chlorine, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl and C3-C6-cycloalkyl,

[0418] and salts, hydrates and hydrates of its salts.

[0419] More preferably, the present invention relates to a compound of formula (I), wherein

[0420] A 1 is CR 8 ,

[0421] wherein

[0422] R 8 is hydrogen,

[0423] A 2 is O, C(=O) or CR 2A R R2B ,

[0424] wherein

[0425] R 2A and R 2B are each independently hydrogen,

[0426] m is 1,

[0427] T is hydrogen,

[0428] R 3 and R 4 are each independently hydrogen, fluorine, chlorine, C1-C4-alkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkylcarbonyloxy, C2-C4-alkenyl, C2-C4-alkynyl or C3-C6-cycloalkyl,

[0429] R 5 is hydrogen,

[0430] L is a direct bond, methylene or ethylene,

[0431] wherein

[0432] the methylene and ethylene are each independently optionally substituted by 1 or 2 substituents L SA substituted,

[0433] wherein

[0434] L SA is each independently fluorine,

[0435] or

[0436] Two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached

[0437] form a cyclopropyl-ring or a cyclobutyl-ring,

[0438] R 6 is indanyl, tetrahydronaphthyl, phenyl, naphthyl, 1,3-benzodioxolyl, 1,2,3,4-tetrahydroquinolyl, chromanyl, isochromanyl, thiochromanyl, 2,3-dihydro-1,4-benzodioxanyl, tetrahydroquinolyl, furyl, thienyl, pyrazolyl, pyridyl or pyrimidinyl,

[0439] wherein indanyl, tetrahydronaphthyl, phenyl, naphthyl, 1,3-benzodioxolyl, 1,2,3,4-tetrahydroquinolyl, chromanyl, isochromanyl, thiochromanyl, 2,3-dihydro-1,4-benzodioxanyl, tetrahydroquinolyl, furyl, thienyl, pyrazolyl, pyridyl and pyrimidinyl are optionally substituted by 1 to 3 R 6S substituents,

[0440] wherein

[0441] R 6S is independently selected from the following: halogen, cyano, oxo, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylthio, difluoromethylthio, trifluoromethylthio, C3-C6-cycloalkyl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridyl, pyridazinyl, pyrimidinyl, oxetanyl, tetrahydrofuryl or -C(=O)R 16 ,

[0442] wherein C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl and C1-C4-alkylthio are further optionally substituted by 1 or 2 substituents independently selected from the following: hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, -Si(C1-C4-alkyl)3 and C3-C6-cycloalkyl,

[0443] and wherein

[0444] R 16 is C1-C4-alkyl,

[0445] R 7is hydrogen, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C1-C4-alkylthio or C3-C6-cycloalkyl,

[0446] Q is phenyl, naphthyl, 3-bicyclo[4.2.0]octa-1,3,5-trienyl, indanyl, tetrahydronaphthyl, dihydrobenzofuranyl, indenyl, dihydronaphthyl, dihydroindolyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxanyl, [1,3]dioxoleno[4,5-b]pyridyl, tetrahydroquinolinyl, 6,7-dihydro-5H-cyclopenta[b]pyridyl, pyrrolyl, furyl, thienyl, imidazolyl, oxazolyl, thiazolyl, pyridyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzoxazolyl or quinolinyl,

[0447] wherein the phenyl, naphthyl, 3-bicyclo[4.2.0]octa-1,3,5-trienyl, indanyl, tetrahydronaphthyl, dihydrobenzofuranyl, indenyl, dihydronaphthyl, dihydroindolyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxanyl, [1,3]dioxoleno[4,5-b]pyridyl, tetrahydroquinolinyl, 6,7-dihydro-5H-cyclopenta[b]pyridyl, pyrrolyl, furyl, thienyl, imidazolyl, oxazolyl, thiazolyl, pyridyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzoxazolyl and quinolinyl are optionally substituted by 1 to 3 substituents Q S substituted,

[0448] wherein

[0449] Q S is independently selected from the following: halogen, cyano, nitro, formyl, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C1-C4-alkylthio, C3-C6-cycloalkyl, oxetanyl, pyrrolidinyl, tetrahydrofuryl, phenyl, thienyl, furyl, pyrrolyl, pyridyl, -O(C=O)R 33 and -N(R 43 )2,

[0450] wherein

[0451] The C1-C4-alkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl and C1-C4-alkylthio are each optionally substituted by 1 or 2 substituents independently selected from the following: hydroxyl, C1-C4-alkoxy and C1-C4-alkoxycarbonyl,

[0452] R 33 is C1-C4-alkyl,

[0453] R 43 is independently hydrogen or C1-C4-alkyl,

[0454] and their N-oxides, salts, hydrates and hydrates of their salts and N-oxides.

[0455] Even more preferably, the present invention relates to a compound of formula (I), wherein

[0456] A 1 is CR 8 wherein R 8 is hydrogen,

[0457] A 2 is O,

[0458] m is 1,

[0459] T is hydrogen,

[0460] R 3 and R 4 are independently hydrogen, fluorine or C1-C4-alkyl,

[0461] R 5 is hydrogen,

[0462] L is a direct bond or C1-C4-alkylene,

[0463] wherein

[0464] the C1-C4-alkylene is optionally substituted by 1 or 2 substituents L SA substituted,

[0465] L SA is fluorine,

[0466] or

[0467] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form cyclopropyl or cyclobutyl,

[0468] R 6 is indanyl, 1,2,3,4-tetrahydronaphthyl, phenyl, naphthyl, dihydrobenzofuranyl or dihydrobenzodioxanyl,

[0469] wherein, the indanyl, 1,2,3,4-tetrahydronaphthyl, phenyl, naphthyl, dihydrobenzofuranyl or dihydrobenzodioxanyl is optionally substituted with 1 or 2 R 6S substituents, where

[0470] R 6S is independently selected from the following: fluorine, chlorine, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, methylcarbonyl, ethylcarbonyl, C2-C4-alkynyl, cyclopropyl, cyclobutyl, oxetanyl, tetrahydrofuranyl, pyrazolyl and pyridyl,

[0471] R 7 is hydrogen, fluorine, chlorine, cyano, C1-C4-alkyl, difluoromethyl, trifluoromethyl, methylcarbonyl, ethylcarbonyl, C2-C4-alkenyl, C2-C4-alkynyl, cyclopropyl, cyclobutyl, oxetanyl, pyrrolidinyl or tetrahydrofuranyl,

[0472] Q is phenyl,

[0473] wherein, the phenyl is optionally substituted with 1 or 2 substituents Q S substituted,

[0474] where

[0475] Q S is independently selected from the following: fluorine, chlorine, nitro, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, C2-C4-alkynyl, cyclopropyl and cyclobutyl,

[0476] and its salts, hydrates and hydrates of its salts.

[0477] Compounds obtained by combinations that are contrary to the laws of nature and that would thus be excluded by a person skilled in the art based on his / her expertise are not covered herein. For example, ring structures having three or more adjacent oxygen atoms are excluded.

[0478] The compounds of formula (I) may suitably be in their free form, salt form, N-oxide form or solvate form (e.g., hydrate).

[0479] Depending on the nature of the substituents, the compounds of formula (I) may exist in the form of different stereoisomers. These stereoisomers are, for example, enantiomers, diastereomers, atropisomers or geometric isomers. Accordingly, the present invention encompasses the pure stereoisomers and any mixtures of these isomers. When a compound can exist in more than two tautomeric forms in an equilibrium state, the compound referred to by means of one tautomeric description shall be considered to include all tautomeric forms.

[0480] Depending on the number of double bonds in the compound, any compound of the present invention may also exist in the form of one or more geometric isomers. Depending on the nature of the substituents on the double bond or the ring, the geometric isomers may exist in the cis (=Z-) or trans (=E-) form. Accordingly, the present invention also relates to all geometric isomers and all possible mixtures in all proportions.

[0481] Depending on the nature of the substituents, the compounds of formula (I) may exist in the form of the free compound and / or its salts (such as agrochemically active salts).

[0482] Agrochemically active salts include acid addition salts of inorganic acids and organic acids and salts of conventional bases. Examples of inorganic acids are hydrohalic acids (such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid), sulfuric acid, phosphoric acid and nitric acid, and acid salts (such as sodium bisulfate and potassium bisulfate). Useful organic acids include, for example, formic acid, carbonic acid and alkanoic acids (such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid), as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, saturated or mono-unsaturated or di-unsaturated fatty acids having 6 to 20 carbon atoms, alkyl sulfuric acid monoesters, alkyl sulfonic acids (sulfonic acids having straight-chain or branched-chain alkyl groups with 1 to 20 carbon atoms), aryl sulfonic acids or aryl disulfonic acids (aromatic groups such as phenyl and naphthyl with one or two sulfonic acid groups), alkyl phosphonic acids (phosphonic acids having straight-chain or branched-chain alkyl groups with 1 to 20 carbon atoms), aryl phosphonic acids or aryl diphosphonic acids (aromatic groups such as phenyl and naphthyl with one or two phosphonic acid groups), where the alkyl and aryl groups may carry other substituents, such as p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.

[0483] A solvate of a compound or its salt of the present invention is a stoichiometric composition of the compound with a solvent.

[0484] The compounds of the present invention may exist in a variety of crystalline and / or amorphous forms. Crystalline forms include unsolvated crystalline forms, solvates and hydrates.

[0485] Preferably, A 1 is CH (i.e., CR 8 , where R 8 is hydrogen).

[0486] Preferably, A 2 is O, C(=O), S(=O)2, NR 1 or CR 2A R R2B , where R 1 is hydrogen or C1-C4-alkyl, and R 2A and R 2B are independently hydrogen, halogen or C1-C4-alkyl.

[0487] More preferably, A 2 is O, C(=O) or CR 2A R R2B , where R 2A and R 2B are independently hydrogen or methyl. Even more preferably, A 2 is O.

[0488] Also more preferably, A 2 is O, NR 1 or CR 2A R R2B , where R 1 is hydrogen or C1-C4-alkyl, and R 2A and R 2B are independently hydrogen, halogen or C1-C4-alkyl. Even more preferably, A 2 is O.

[0489] Even more preferably, m is 1, A 2 is O, C(=O) or CR 2A R R2B , where R 2A and R 2B are independently hydrogen or methyl.

[0490] More preferably, T is hydrogen and C1-C4-alkyl.

[0491] Even more preferably, A 1 is CH, A 2 is O, m is 1 and T is hydrogen.

[0492] Preferably, T is hydrogen and C1-C4-alkyl.

[0493] Preferably, R 3 and R 4 are independently hydrogen, fluorine, chlorine, C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl or C3-C6-cycloalkyl, or R 3 and R 4 together with the carbon atom to which they are attached form a C3-C6-cycloalkyl-ring. More preferably, R 3and R 4 independently is hydrogen, fluorine or a C1-C4-alkyl group.

[0494] Preferably, R 5 is hydrogen, hydroxy, a C1-C4-alkyl group or a C1-C4-alkoxy group. More preferably, R 5 is hydrogen.

[0495] Even more preferably, A 1 is CH, A 2 is O, m is 1, T is hydrogen, R 3 and R 4 independently are hydrogen, fluorine or a C1-C4-alkyl group and R 5 is hydrogen.

[0496] Preferably, L is a direct bond, a C1-C6-alkylene group or a group of the following formula:

[0497]

[0498] wherein

[0499] the C1-C6-alkylene group is optionally substituted by 1 to 3 substituents L SA substituted,

[0500] # is the point of attachment to the heterocyclic group-group,

[0501] ## is the point of attachment to R 6 connected,

[0502] L 1 is a direct bond or a C1-C6-alkylene group,

[0503] L 2 is a direct bond or a C1-C6-alkylene group,

[0504] E is a C3-C8-cycloalkyl group, a C3-C8-cycloalkenyl group or a 3- to 7-membered heterocyclic group,

[0505] wherein, the C3-C8-cycloalkyl group and the 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[0506] L SA independently is halogen, hydroxy, a C1-C4-alkoxy group, a C3-C6-cycloalkyl group or a 3- to 7-membered heterocyclic group,

[0507] or

[0508] two substituents L SA bonded to the same carbon atom together with the carbon atom to which they are attached form a C3-C6-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[0509] L SC independently is halogen, hydroxy, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy,

[0510] and / or

[0511] two Ls Sc substituents together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring.

[0512] Preferably, L is a direct bond, C1-C6-alkylene or a group of the following formula:

[0513]

[0514] wherein

[0515] the C1-C6-alkylene is optionally substituted by 1 to 3 substituents L SA substituted,

[0516] # is the point of attachment to the heterocyclic group,

[0517] ## is the point of attachment to R 6 attached,

[0518] L 1 is a direct bond or C1-C6-alkylene,

[0519] L 2 is a direct bond or C1-C6-alkylene,

[0520] E is C3-C8-cycloalkyl, C3-C8-cycloalkenyl or a 3- to 7-membered heterocyclic group,

[0521] wherein the C3-C8-cycloalkyl and the 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[0522] L SA independently is halogen, hydroxy, C1-C4-alkoxy, C3-C6-cycloalkyl or a 3- to 7-membered heterocyclic group,

[0523] or

[0524] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C6-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[0525] L SC independently is halogen, hydroxy, oxo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy,

[0526] and / or

[0527] two Ls Sc The substituent together with the carbon atom to which it is attached forms a C3-C8-cycloalkyl-ring.

[0528] More preferably, L is a direct bond or a C1-C4-alkylene,

[0529] wherein

[0530] the C1-C4-alkylene is optionally substituted by 1 or 2 substituents L SA substituted,

[0531] L SA is fluorine,

[0532] or

[0533] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl.

[0534] Even more preferably, L is a direct bond, methylene, monofluoromethylene or difluoromethylene, and particularly preferably, L is a direct bond or methylene.

[0535] Preferably, R 6 is C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl, C6-C 14 -aryloxy, C1-C3-alkoxy substituted by C6-C 14 -aryl or C6-C 14 -arylthio, wherein the C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl, C6-C 14 -aryloxy, C1-C3-alkoxy substituted by C6-C 14 -aryl and C6-C 14 -arylthio is optionally substituted by 1 to 4 substituents R 6S substituted, wherein

[0536] R 6SIndependently selected from the following: halogen, cyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C6-cycloalkylthio, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -C(=O)(OR 17 ) and -C(=O)N(R 18 )2, wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio and C1-C6-haloalkylthio are further optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl, and wherein the C3-C6-cycloalkylthio, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy,

[0537] and, wherein

[0538] R 17 and R 18 are independently hydrogen, C1-C4-alkyl or C1-C4-haloalkyl,

[0539] wherein the C1-C4-alkyl or C1-C4-haloalkyl is in turn optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl.

[0540] More preferably, R 6Is indanyl, 1,2,3,4-tetrahydronaphthyl, bicyclo[4.2.0]octa-1,3,5-trienyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, indenyl, 1,2-dihydronaphthyl, spiro[cyclopropane-2,1'-indan]-1-yl, spiro[cyclopropane-2,1'-tetrahydronaphthalene]-1-yl, phenyl, naphthyl, phenoxy, benzyloxy, OCF2-phenyl, phenylthio, 1,3-dihydrobenzofuranyl, 2,3-dihydrobenzothienyl, indolinyl, 1,3-benzodioxolyl, 1,2,3,4-tetrahydroquinolinyl, chromanyl, isochromanyl, thiochromanyl, 2,3-dihydro-1,4-benzodioxanyl, 6,7-dihydro-5H-cyclopenta[b]pyridinyl, 5,6,7,8-tetrahydroquinolinyl, 4,5,6,7-tetrahydrobenzothienyl, 4,5,6,7-tetrahydrobenzofuranyl, 4,5,6,7-tetrahydro-1,3-benzoxazolyl, 4,5,6,7-tetrahydro-1,3-benzothiazolyl, 4,5,6,7-tetrahydro-1H-benzimidazolyl, 4,5,6,7-tetrahydro-1H-indazolyl, 4,5,6,7-tetrahydro-2H-isoindolyl, 4,5,6,7-tetrahydro-2-benzothienyl, 5,6-dihydro-4H-cyclopenta[b]thienyl, 5,6-dihydro-4H-cyclopenta[d]thiazolyl, 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridinyl, 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridinyl, 5,6,7,8-tetrahydroimidazo[1,2-a]pyridinyl, 6,7-dihydro-5H-thieno[3,2-b]pyranyl, spiro[chroman-3,1'-cyclopropane]-yl, spiro[7,8-dihydro-5H-quinoline-6,1'-cyclopropane]-yl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, oxadiazolyl, thiazolyl, thiadiazolyl, pyridyl, pyridazinyl and pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzoxazolyl, quinolinyl, isoquinolinyl, quinoxalinyl, pyrrolo[3,2-c]pyridin-3-yl, imidazo[1,2-a]pyridinyl, [1,2,4]triazolo[4,3-a]pyridinyl, thieno[3,2-b]pyrrol-6-yl, thieno[3,2-b]thienyl, imidazo[2,1-b]oxazolyl, furo[2,3-d]isoxazolyl or thieno[2,3-d]isothiazolyl, wherein indanyl, 1,2,3,4-tetrahydronaphthyl, bicyclo[4.2.0]octa-1,3,5-trienyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, indenyl, 1,2-dihydronaphthalenyl, spiro[cyclopropane-2,1'-indan]-1-yl, spiro[cyclopropane-2,1'-tetrahydronaphthalene]-1-yl, phenyl, naphthyl, phenoxy, benzyloxy, OCF2-phenyl, phenylthio, 1,3-dihydrobenzofuranyl, 2,3-dihydrobenzothienyl, indolinyl, 1,3-benzodioxolyl, 1,2,3,4-tetrahydroquinolinyl, chromanyl, isochromanyl, thiochromanyl, 2,3-dihydro-1,4-benzodioxanyl, 6,7-dihydro-5H-cyclopenta[b]pyridyl, 5,6,7,8-tetrahydroquinolinyl, 4,5,6,7-tetrahydrobenzothienyl, 4,5,6,7-tetrahydrobenzofuranyl, 4,5,6,7-tetrahydro-1,3-benzoxazolyl, 4,5,6,7-tetrahydro-1,3-benzothiazolyl, 4,5,6,7-tetrahydro-1H-benzimidazolyl, 4,5,6,7-tetrahydro-1H-indazolyl, 4,5,6,7-tetrahydro-2H-isoindolyl, 4,5,6,7-tetrahydro-2-benzothienyl, 5,6-dihydro-4H-cyclopenta[b]thienyl, 5,6-dihydro-4H-cyclopenta[d]thiazolyl, 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridyl, 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridyl, 5,6,7,8-tetrahydroimidazo[1,2-a]pyridyl, 6,7-dihydro-5H-thieno[3,2-b]pyranyl, spiro[chroman-3,1'-cyclopropane]-yl, spiro[7,8-dihydro-5H-quinoline-6,1'-cyclopropane]-yl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, oxadiazolyl, thiazolyl, thiadiazolyl, pyridyl, pyridazinyl and pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzoxazolyl, quinolinyl, isoquinolinyl, quinoxalinyl, pyrrolo[3,2-c]pyridin-3-yl, imidazo[1,2-a]pyridyl, [1,2,4]triazolo[4,3-a]pyridyl, thieno[3,2-b]pyrrol-6-yl, thieno[3,2-b]thienyl, imidazo[2,1-b]oxazolyl, furo[2,3-d]isoxazolyl and thieno[2,3-d]isothiazolyl are optionally substituted by 1 to 3 substituents R. 6S substituted, wherein

[0541] R 6SIndependently selected from the following: halogen, cyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C6-cycloalkylthio, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -C(=O)(OR 17 ) and -C(=O)N(R 18 )2, wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio and C1-C6-haloalkylthio are further optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl, and wherein the C3-C6-cycloalkylthio, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy,

[0542] and, wherein

[0543] R 17 and R 18 are independently hydrogen, C1-C4-alkyl or C1-C4-haloalkyl,

[0544] wherein the C1-C4-alkyl or C1-C4-haloalkyl is in turn optionally substituted by 1 to 3 substituents independently selected from the following: fluorine, chlorine, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl and C3-C6-halocycloalkyl.

[0545] Even more preferably, R 6 is indanyl, phenyl, dihydrobenzodioxanyl or thienyl, wherein indanyl, phenyl, dihydrobenzodioxanyl and thienyl are optionally substituted by 1 or 2 R 6S substituents, wherein

[0546] R 6SIndependently selected from the following: fluorine, chlorine, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, C2-C4-alkynyl, cyclopropyl and cyclobutyl,

[0547] wherein said C2-C4-alkynyl is optionally substituted by 1 substituent -Si(CH3)3.

[0548] Equally or even more preferably, R 6 is indanyl, 1,2,3,4-tetrahydronaphthyl, phenyl, naphthyl, dihydrobenzofuranyl or dihydrobenzodioxanyl, wherein indanyl, 1,2,3,4-tetrahydronaphthyl, phenyl, naphthyl, dihydrobenzofuranyl and dihydrobenzodioxanyl are optionally substituted by 1 or 2 R 6S substituents, wherein

[0549] R 6S is independently selected from the following: fluorine, chlorine, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, methylcarbonyl, ethylcarbonyl, C2-C4-alkynyl, cyclopropyl, cyclobutyl, oxetanyl, tetrahydrofuranyl, pyrazolyl and pyridyl.

[0550] In an even more preferred embodiment, R 6 is

[0551]

[0552] wherein

[0553] § 1 is the point of connection to L,

[0554] R 6S1 and R 6S2 are independently hydrogen or R 6S ,

[0555] wherein

[0556] R 6S is halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl,

[0557] provided that at least one of R 6S1 and R 6S2 is different from hydrogen.

[0558] Preferably,

[0559] R6S1 and R 6S2 is independently R 6S ,

[0560] wherein

[0561] R 6S is halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, cyclopropyl,

[0562] Preferably, R 6S is chlorine, fluorine, methyl, trifluoromethyl or methoxy, more preferably methyl.

[0563] Preferably, R 7 is hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 20 )2, -C(=NR 21 )R 22 , -C(=O)(OR 25 ) or -C(=O)N(R 26 )2, wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl are optionally substituted by 1 to 3 R 7Sa substituents, wherein C3-C8-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are optionally substituted by 1 to 3 R 7Sc substituents,

[0564] wherein

[0565] R 20 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl,

[0566] wherein the C3-C8-cycloalkyl is optionally substituted, independently in each case, by one or two substituents selected from the group consisting of halogen and C1-C6-alkyl,

[0567] R 21 is hydroxy, C1-C6-alkyl or C1-C6-alkoxy,

[0568] R 22 is hydrogen, C1-C6-alkyl or C1-C6-haloalkyl,

[0569] R 25 and R 26 are independently hydrogen or C1-C6-alkyl,

[0570] and wherein

[0571] R 7Sa is independently cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-cycloalkyl, C1-C4-alkoxycarbonyl or phenyl,

[0572] R 7Sc is independently halogen, hydroxy, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy.

[0573] More preferably, R 7 is hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, pyridyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2, -C(=NR 21 )R 22 or -C(=O)(OR 25 ), where the C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl and C2-C4-alkynyl are optionally substituted, independently in each case, by one or two R 7Sa substituents, and where the C3-C6-cycloalkyl, pyridyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl are optionally substituted, independently in each case, by one or two R 7Sc substituents,

[0574] wherein

[0575] R 20 is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl,

[0576] R 21 is a C1-C4-alkyl or a C1-C4-alkoxy group,

[0577] R 22 is a C1-C4-alkyl,

[0578] R 25 is hydrogen or a C1-C4-alkyl,

[0579] and, wherein

[0580] R 7Sa is independently a C1-C4-alkoxy group or phenyl,

[0581] R 7Sc is independently halogen or a C1-C4-alkyl.

[0582] Even more preferably, R 7 is chlorine, iodine, a C1-C4-alkyl, difluoromethyl, trifluoromethyl, methylcarbonyl, ethylcarbonyl, a C2-C4-alkenyl, a C2-C4-alkynyl, a C3-C6-cycloalkyl, -N(R 20 )2 or -C(=NR 21 )R 22 ,

[0583] wherein the C1-C4-alkyl, C2-C4-alkenyl and C2-C4-alkynyl are optionally substituted by 1 or 2 R 7Sa substituents,

[0584] wherein the C3-C6-cycloalkyl is optionally substituted by 1 or 2 R 7Sc substituents,

[0585] R 20 is hydrogen, cyclopropyl or cyclobutyl,

[0586] R 21 is a C1-C4-alkyl or a C1-C4-alkoxy group,

[0587] R 22 is a C1-C4-alkyl,

[0588] and, wherein

[0589] R 7Sa is independently a C1-C4-alkoxy group,

[0590] R 7Sc is independently halogen.

[0591] Also even more preferably, R 7is chlorine, iodine, C1-C4-alkyl, difluoromethyl, trifluoromethyl, methylcarbonyl, ethylcarbonyl, C2-C4-alkenyl, C2-C4-alkynyl, cyclopropyl, cyclobutyl, oxetanyl, tetrahydrofuranyl or pyrrolidinyl. Particularly preferably, R 7 is methyl, ethyl, n-propyl, isopropyl or cyclopropyl.

[0592] Even more preferably, R 7 is methyl, methylthio or cyclopropyl.

[0593] Preferably, R 8 is hydrogen or fluorine, and more preferably, R 8 is hydrogen.

[0594] Even more preferably, R 7 is methyl, methylthio or cyclopropyl, and R 8 is hydrogen.

[0595] Preferably, Q is phenyl, naphthyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, indanyl, tetrahydronaphthyl, indenyl, dihydronaphthyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, dihydrobenzofuranyl, 1,3-dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxanyl, [1,3]dioxolo[4,5-b]pyridinyl, tetrahydroquinolinyl, 6,7-dihydro-5H-cyclopenta[b]pyridinyl, pyrrolyl, furyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzoxazolyl, quinolinyl, furo[3,2-b]pyridinyl, thieno[3,2-b]thiophenyl or thieno[2,3-d]thiazolyl, where phenyl, naphthyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, indanyl, tetrahydronaphthyl, indenyl, dihydronaphthyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, dihydrobenzofuranyl, 1,3-dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxanyl, [1,3]dioxolo[4,5-b]pyridinyl, tetrahydroquinolinyl, 6,7-dihydro-5H-cyclopenta[b]pyridinyl, pyrrolyl, furyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzoxazolyl, quinolinyl, furo[3,2-b]pyridinyl, thieno[3,2-b]thiophenyl or thieno[2,3-d]thiazolyl is optionally substituted by 1 to 4 substituents QS substituted

[0596] wherein

[0597] Q S is independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C6-cycloalkyl, oxetanyl and -N(R 35 )2, wherein the C3-C6-cycloalkyl and oxetanyl are each optionally substituted by 1 or 2 substituents independently selected from the following: halogen, C1-C4-alkyl and C1-C4-haloalkyl, and wherein R 43 is hydrogen and C1-C6-alkyl.

[0598] More preferably, Q is phenyl, naphthyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, benzodioxolyl, 2,3-dihydrobenzofuranyl, pyridyl, thienyl or indolyl, wherein phenyl, naphthyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, benzodioxolyl, 2,3-dihydrobenzofuranyl, pyridyl, thienyl or indolyl is optionally substituted by 1 to 3 substituents Q S substituted, wherein

[0599] Q S is independently selected from the following: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl and C3-C6-cycloalkyl, wherein the C3-C6-cycloalkyl and oxetanyl are each optionally substituted by 1 or 2 substituents independently selected from fluorine or methyl.

[0600] Even more preferably, Q is phenyl, wherein phenyl is substituted by 1 or 2 substituents Q S selected from the following: halogen, nitro, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkynyl, cyclopropyl and cyclobutyl.

[0601] Also even more preferably, Q is phenyl, wherein phenyl is substituted by 1 or 2 substituents Q SSubstitution: halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, cyclopropyl and cyclobutyl, wherein the cyclopropyl and cyclobutyl are in turn optionally substituted by 1 or 2 substituents independently selected from fluorine or methyl.

[0602] Even more preferably, Q is replaced by a Q S Substituent substituted phenyl, said Q S The substituents are selected from the following: halogen, cyano, nitro, formyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkoxy, wherein one of the Q S The substituent is preferably located at the 3rd position of the benzene ring, and is preferably Q S is selected from the group consisting of 3-nitro, 3-fluoro, 3-chloro, 3-difluoromethyl or 3-trifluoromethyl. In a particularly preferred embodiment, Q is 3-(trifluoromethyl)phenyl or 3-(nitro)phenyl.

[0603] A specifically defined above 1 , A 2 ,Q,T,L,m,R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 (The broad definitions and the preferred, more preferred, even more preferred definitions) can be combined in different ways. Thus, combinations of these definitions provide subsets of compounds according to the invention, such as for example the compounds disclosed below.

[0604] The present invention also relates to compounds of formula (I) disclosed in Table 1.

[0605] The compounds of formula (I) are useful as fungicides (for controlling phytopathogenic fungi), in particular in a method for controlling phytopathogenic fungi, which method comprises the step of applying one or more compounds of formula (I) to plants, plant parts, seeds, fruits or to the soil in which the plants are growing.

[0606] Process for preparing the compound of formula (I) and intermediates

[0607] The present invention relates to a process for preparing compounds of formula (I) and intermediates thereof. 1 , A 2 ,Q,T,L,m,R 1 , R 2 , R 3 , R4 , R 5 , R 6 , R 7 and R 8 have the meanings given above for the compounds of formula (I). These definitions apply not only to the final products of formula (I) but also to all intermediates. Similarly, the preferred, more preferred, even more preferred and particularly preferred definitions of A 1 , A 2 , Q, T, L, m, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 given above for the compounds of formula (I) apply mutatis mutandis to the compounds of formula (I-a), (I-a-1) and (I-a-2) and to all intermediates described in the present invention, in particular to the intermediates of formulae (1), (2), (3), (4), (5), (6a), (6b), (7), (8), (9), (10), (11), (12), (13) and (14) as defined herein.

[0608] The compounds of formula (I-a) are a subset of formula (I). The compounds of formula (I-a-1) and (I-a-2) are various subsets of formula (I-a). Unless otherwise indicated, all substituents of formula (I-a) and (I-a-1)-(I-a-2) are as defined above for formula (I).

[0609] The compounds of formula (I) can be prepared by various routes similar to known methods (see the examples and references herein). Non-limiting examples of suitable methods are described herein.

[0610] The compounds of formula (I) can be obtained directly by carrying out methods A to D, or can be obtained by transforming or derivatizing another compound of formula (I) prepared according to the methods described herein. For example, a compound of formula (I) can be transformed into another compound of formula (I) by replacing one or more substituents of the starting compound of formula (I) with other substituents.

[0611] The methods described herein can be carried out appropriately using one or more organic solvents that are generally inert to the reaction under consideration. Suitable inert organic solvents can be selected from the following: aliphatic, cycloaliphatic or aromatic hydrocarbons (such as petroleum ether, pentane, hexane, heptane, cyclohexane, methylcyclohexane, light petroleum, benzene, toluene, xylene or decalin), halogenated aliphatic, cycloaliphatic or aromatic hydrocarbons (such as chlorobenzene, dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or trichloroethane), ethers (such as diethyl ether, diisopropyl ether, methyl tert-butyl ether, methyl tert-amyl ether, dioxane, tetrahydrofuran, 2-methyltetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane or anisole), ketones (such as acetone, methyl ethyl ketone, methyl isopropyl ketone and methyl isobutyl ketone), esters (such as methyl acetate, ethyl acetate or butyl acetate), alcohols (such as methanol, ethanol, propanol, isopropanol, butanol, tert-butanol), nitriles (such as acetonitrile, propionitrile, n-butyl nitrile or isobutyl nitrile or benzonitrile), amides (such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylformanilide, N-methylpyrrolidone or hexamethylphosphoric triamide), sulfoxides (such as dimethyl sulfoxide) or sulfones (such as sulfolane), ureas (such as 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone) or any mixture thereof.

[0612] Some of the methods described herein may require or optionally use one or more inorganic or organic bases commonly used in the reaction. Examples of suitable inorganic and organic bases include, but are not limited to, alkaline earth metal or alkali metal carbonates (such as sodium carbonate, potassium carbonate, potassium bicarbonate, sodium bicarbonate or cesium carbonate), alkali metal hydrides (such as sodium hydride), alkaline earth metal or alkali metal hydroxides (such as sodium hydroxide, calcium hydroxide, potassium hydroxide or other ammonium hydroxide derivatives), fluorides of alkaline earth metals, alkali metals or ammonium (such as potassium fluoride, cesium fluoride or tetrabutylammonium fluoride), alkali metal or alkaline earth metal acetates (such as sodium acetate, lithium acetate, potassium acetate or calcium acetate), alkali metal alkoxides (such as potassium tert-butoxide or sodium tert-butoxide), alkali metal phosphates (such as tripotassium phosphate), tertiary amines (such as trimethylamine, triethylamine, tributylamine, N,N-dimethylaniline, N,N-dicyclohexylmethylamine, N,N-diisopropylethylamine, N-methylpiperidine, N,N-dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN), diazabicycloundecene (DBU), quinuclidine, 3-acetoxyquinuclidine, guanidine or aromatic bases (such as pyridine, methylpyridine, dimethylpyridine or trimethylpyridine).

[0613] Some of the methods described herein can be optionally carried out in the presence of a transition metal catalyst (such as a metal (such as copper or palladium) salt or complex), and if appropriate, in the presence of a ligand.

[0614] Suitable copper salts or complexes and their hydrates include, but are not limited to, copper metal, cuprous iodide (I), cuprous chloride (I), cuprous bromide (I), cupric chloride (II), cupric bromide (II), cupric oxide (II), cuprous oxide (I), copper (II) acetate, copper (I) acetate, copper (I) thiophene-2-carboxylate, cuprous cyanide (I), copper (II) sulfate, copper (II) bis(2,2,6,6-tetramethyl-3,5-heptanedionate), copper (II) trifluoromethanesulfonate, copper (I) tetra(acetonitrile) hexafluorophosphate, copper (I) tetra(acetonitrile) tetrafluoroborate.

[0615] By adding the copper salt and the ligand or salt separately to the reaction, a suitable copper complex can also be generated in situ in the reaction mixture, and the ligand or salt is, for example, ethylenediamine, N,N-dimethylethylenediamine, N,N'-dimethylethylenediamine, rac-trans-1,2-diaminocyclohexane, rac-trans-N,N'-dimethylcyclohexane-1,2-diamine, 1,1'-binaphthyl-2,2'-diamine, N,N,N',N'-tetramethylethylenediamine, proline, N,N-dimethylglycine, quinolin-8-ol, pyridine, 2-aminopyridine, 4-(dimethylamino)pyridine, 2,2'-bipyridyl, 2,6-bis(2-pyridyl)pyridine, 2-pyridinecarboxylic acid, 2-(dimethylaminomethyl)-3-hydroxypyridine, 1,10-phenanthroline, 3,4,7,8-tetramethyl-1,10-phenanthroline, 2,9-dimethyl-1,10-phenanthroline, 4,7-dimethoxy-1,10-phenanthroline, N,N'-bis[(E)-pyridin-2-ylmethylene]cyclohexane-1,2-diamine, N-[(E)-phenylmethylene], N-[(E)-phenylmethylene]-cyclohexylamine, 1,1,1-tris(hydroxymethyl)ethane, n-butylimidazole, ethylene glycol, 2,2,6,6-tetramethylheptane-3,5-dione, 2-(2,2-dimethylpropionyl)cyclohexanone, acetylacetone, dibenzoylmethane, 2-(2-methylpropionyl)cyclohexanone, biphenyl-2-yl(di-tert-butyl)phosphane, vinylbis(diphenylphosphine), N,N-diethylsalicylamide, 2-hydroxybenzaldehyde oxime, oxo[(2,4,6-trimethylphenyl)amino]acetic acid or 1H-pyrrole-2-carboxylic acid.

[0616] Suitable palladium salts or complexes include, but are not limited to, palladium chloride, palladium acetate, tetrakis(triphenylphosphine)palladium(0), bis(dibenzylideneacetone)palladium(0), tris(dibenzylideneacetone)dipalladium(0), bis(triphenylphosphine)dichloropalladium(II), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II), bis(cinnamyl)dichlorodipalladium(II), bis(allyl)-dichlorodipalladium(II) or [1,1'-bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II).

[0617] The palladium complex can also be generated in the reaction mixture by adding the palladium salt and the ligand or salt separately to the reaction, wherein the ligand or salt is, for example, triethylphosphine, tri-tert-butylphosphine, tri-tert-butylphosphine tetrafluoroborate, tricyclohexylphosphine, 2-(dicyclohexylphosphine)biphenyl, 2-(di-tert-butylphosphine)biphenyl, 2-(dicyclohexylphosphine)-2'-(N,N-dimethylamino)biphenyl, 2-(tert-butylphosphine)-2'-(N,N-dimethylamino)biphenyl, 2-di-tert-butylphosphine-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphine-2,6'-dimethoxybiphenyl, 2-dicyclohexylphosphine-2',6'-diisopropylbiphenyl, triphenylphosphine, tri-(o-methyl)-biphenyl, phenyl)phosphine, sodium 3-(diphenylphosphino)benzenesulfonate, tri-(2-methoxy-phenyl)phosphine, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,4-bis(diphenylphosphino)butane, 1,2-bis(diphenylphosphino)ethane, 1,4-bis(dicyclohexylphosphino)butane, 1,2-bis(dicyclohexylphosphino)ethane, 2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino)-biphenyl, 1,1'-bis(diphenylphosphino)-ferrocene, (R)-(-)-1-[(S)-2-diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine, tri-(2,4-tert-butyl-phenyl)phosphite, di(1-adamantyl)-2-morpholinophenylphosphine or 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride.

[0618] Suitable catalysts and / or ligands can be selected from commercial catalogues, such as "Metal Catalysts for Organic Synthesis" by Strem Chemicals, or from reviews (Chemical Society Reviews (2014), 43, 3525, Coordination Chemistry Reviews (2004), 248, 2337 and references therein).

[0619] Some of the methods described herein can be carried out by metal photoredox catalysis according to the methods recorded in the literature (Nature chemistry review, (2017) 0052 and references therein; Science (2016) 352, 6291, 1304; Org. Lett. 2016, 18, 4012, J. Org. Chem 2016, 81, 6898; J. Am. Chem. Soc. 2016, 138, 12715, J. Am. Chem. Soc. 2016, 138, 13862; J. Am. Chem. Soc. 2016, 138, 8034; J. Org. Chem. 2016, 81, 12525, J. Org. Chem. 2015, 80, 7642). The methods are then carried out in the presence of a photosensitizer (such as Ir and Ru complexes or organic dyes) and a metal catalyst (such as a Ni complex). The reaction can be carried out in the presence of a ligand and, if appropriate, in the presence of a base under blue or white light irradiation.

[0620] Suitable photosensitizers include but are not limited to Ir(III) photocatalysts such as [Ir(dFCF3ppy)2(bpy)]PF6 (dFCF3ppy = 2-(2,4-difluorophenyl)-5-trifluoromethylpyridine, bpy = 2,2'-bipyridine), [Ir(dFCF3ppy)2(dtbbpy)]PF6 (dtbbpy = 4,4'-di-tert-butyl-2,2'-bipyridine), Ir(ppy)2(dtbbpy)PF6 (ppy = 2-phenylpyridine), Ir(ppy)2(bpy)PF6, Ir(dFppy)3PF6 (dFCF3ppy = 2-(2,4-difluorophenyl)pyridine), fac-Ir(ppy)3, (Ir[diF(5-Me)ppy]2(tetraMePhen)PF6 (diF(5-Me)ppy = 2-(2,4-difluorophenyl)-5-methylpyridine, tetraMePhen = 3,4,7,8-tetramethyl-1,10-phenanthroline); Ru(II) photocatalysts such as Ru(bpy)3Cl2 or Ru(bpy)3(PF6)2; or organic dyes such as 9-isopropylidene acridan perchlorate or tetrafluoroborate, or 2,4,5,6-tetra-9H-carbazol-9-yl-1,3-benzenedicarbonitrile, 9-fluorenone, and 9,10-phenanthrenequinone.

[0621] Suitable nickel catalysts include, but are not limited to, bis(1,5-cyclooctadiene)nickel(0) in anhydrous or hydrated form or as a dimethoxyethane complex, nickel(II) chloride, nickel(II) bromide, nickel(II) iodide; nickel(II) acetylacetonate, nickel(II) nitrate hexahydrate. These nickel catalysts can be used in combination with bipyridine ligands (such as 2,2'-bipyridine, 4,4'-di-tert-butyl-2,2'-bipyridine, 4,4'-dimethoxy-2,2'-bipyridine, 4,4'-dimethyl-2,2'-bipyridine), or phenanthroline (such as 1,10-phenanthroline, 4,7-dimethyl-1,10-phenanthroline, 4,7-dimethoxy-1,10-phenanthroline) or diamines (such as N,N,N',N'-tetramethylethylenediamine) or diketones (such as tetramethylheptanedione).

[0622] The methods described herein can be carried out at temperatures from -105 °C to 250 °C, preferably from -78 °C to 185 °C.

[0623] The reaction time varies depending on the reaction scale and reaction temperature, but is generally between a few minutes and 48 hours.

[0624] The methods described herein are generally carried out at standard pressure. However, they can also be carried out at elevated or reduced pressures.

[0625] In the methods described herein, the starting materials are generally used in approximately equimolar amounts. However, a relatively large excess of one starting material can also be used.

[0626] Process for preparing the compound of formula (I)

[0627] Method A

[0628] The compound of formula (I-a-1) can be prepared by the method shown in Scheme 1, where A in formula (I-a-1) 1 、Q、L、R 3 、R 4 、R 5 、R 6 、R 7 and R 8 are as defined above, and where

[0629] A 2 is O,

[0630] T is hydrogen,

[0631] m is 1 or 2,

[0632] wherein the method is:[[]]

[0633] When W is hydrogen, the compound of formula (I-a-1) is directly obtained by treating the compound of formula (4) with a dehydrating agent, optionally in the presence of a base.

[0634] Or

[0635] When W is an amino protecting group, preferably tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl, the compound of formula (I-a-1) is obtained by treating the compound of formula (4) with a dehydrating agent, optionally in the presence of a base, and then performing a deprotection step.

[0636]

[0637] The compound of formula (I-a-1) can be obtained by treating the compound of formula (4) with a dehydrating agent (such as POCl3, P2O5 or trifluoroacetic anhydride), optionally in the presence of a base. This method for forming the oxadiazine ring is known and has been described in the literature (J. Med. Chem. 2017, 60, 2383-2400). The reaction can be carried out in any common inert organic solvent. Preferably used are optionally halogenated aliphatic, cycloaliphatic or aromatic hydrocarbons (such as petroleum ether, hexane, heptane, cyclohexane, methylcyclohexane, benzene, toluene, xylene or decalin, chlorobenzene, dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, dichloroethane or trichloroethane), ethers (such as diisopropyl ether, methyl tert-butyl ether, methyl tert-amyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane or anisole), nitriles (such as acetonitrile, propionitrile, n-butyronitrile or isobutyronitrile or benzonitrile), alcohols (such as ethanol or isopropanol).

[0638] When W represents an amino protecting group, an additional deprotection step is carried out after step 3 using the reaction conditions described in the literature (Greene’s Protective Groups in Organic Synthesis; Peter G.M. Wuts; Wiley; 5th Edition; 2014; 895-1194). For example, the tert-butoxycarbonyl group can be removed in an acidic medium such as hydrochloric acid or trifluoroacetic acid.

[0639] The compound of formula (4) can be obtained by first reacting the compound of formula (1) with an amine of formula (2) or its salt to provide a compound of formula (3), and removing the phthalimide group of compound (3) to provide a compound of formula (4), wherein Q, L, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8As defined above, wherein Q and R in formula (1) 7 and R 8 As defined above, and

[0640] U 1 is hydroxy, halogen or C1-C6-alkoxy,

[0641] wherein m, L, R in formula (2) 3 、R 4 、R 5 and R 6 As defined above, and

[0642] W is hydrogen or an amino protecting group, and the amino protecting group is preferably tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl,

[0643] wherein m, W, Q, L, R in the compound of formula (3) 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 and R 8 As defined above.

[0644] The reaction conditions for removing the phthalimide group are well-known and have been reported in the literature (Greene’s Protective Groups in organic Synthesis; Peter G.M.Wuts; Wiley; 5th Edition; 2014; 1012-1014).

[0645] The compound of formula (1) can be prepared by method E described herein.

[0646] The amine of formula (2) can be prepared by method G described herein.

[0647] wherein U 1The compound of formula (1) where U is a hydroxyl group can react with the amine of formula (2) in the presence of a condensing agent by the method described in the literature (e.g., Tetrahedron 2005, 61, 10827-10852). Examples of suitable condensing agents include, but are not limited to, halogenating reagents (e.g., phosgene, phosphorus tribromide, phosphorus trichloride, phosphorus pentachloride, phosphorus oxychloride, oxalyl chloride or thionyl chloride), dehydrating agents (e.g., ethyl chloroformate, methyl chloroformate, isopropyl chloroformate, isobutyl chloroformate or methanesulfonyl chloride), carbodiimides (e.g., N,N'-dicyclohexylcarbodiimide (DCC)) or other conventional condensation (or peptide coupling) reagents (e.g., phosphorus pentoxide, polyphosphoric acid, bis(2-oxo-3-oxazolidinyl)phosphinic chloride, 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU), N,N'-carbonyldiimidazole, 2-ethoxy-N-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ), triphenylphosphine / carbon tetrachloride, 4-(4,6-dimethoxy[1.3.5]-triazin-2-yl)-4-methylmorpholine hydrochloride hydrate, tripyrrolidinophosphonium bromide hexafluorophosphate or propylphosphonic anhydride (T3P).

[0648] where U 1 The compound of formula (1) where U is a halogen atom can react with the amine of formula (2) in the presence of an acid scavenger by a well-known method. Suitable acid scavengers include any inorganic and organic bases commonly used in such reactions as described herein. Preferred are alkali metal carbonates, alkaline earth metal acetates, tertiary amines or aromatic bases.

[0649] where U 1 The compound of formula (1) where U is a C1-C6-alkoxy group can react with an excess of the amine of formula (2), optionally in the presence of a Lewis acid (such as trimethylaluminum).

[0650] Method B

[0651] The compound of formula (I-a-1) can be prepared by reacting the compound of formula (7) with the compound of formula (8) in the presence of a base (such as an organic or inorganic base), and optionally in the presence of a suitable copper salt or complex. If W is tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl, a subsequent deprotection step (as shown in Scheme 2) is then carried out, where A in formula (I-a-1) 1 , Q, L, R 3 , R 4 , R 5 , R 6 and R 7 are as defined above, and where

[0652] A 2 is O,

[0653] T is hydrogen,

[0654] m is 1 or 2,

[0655] wherein m, A in formula (7) 1 、L、R 3 、R 4 、R 5 、R 6 and R 7 are as defined above, and

[0656] W is hydrogen, tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl,

[0657] X is a halogen, preferably bromine,

[0658] wherein Q in formula (8) is as defined above.

[0659]

[0660]

[0661] The compound of formula (7) can be prepared by reacting the compound of formula (5) with the amine of formula (2) or its salt to obtain the compound of formula (6a) or its salt, and then removing the phthalimide group of the compound (6a) to obtain the compound of formula (6b), wherein m, A in formula (7) 1 、A 2 、L、T、W、X、R 3 、R 4 、R 5 、R 6 and R 7 are as defined above, wherein X and R in formula (5) 7 are as defined above, and

[0662] U 1 is hydroxy, halogen or C1-C6-alkoxy,

[0663] wherein m, A in formula (2) 2 、L、W、R 3 、R 4 、R 5 and R 6 are as defined above, m, A in formula (6a) 1 、A 2 、L、T、W、X、R 3 、R 4 、R 5 、R 6 and R 7 are as defined above, and

[0664] G is phthalimide,

[0665] wherein, m, A in formula (6b) 1 、A 2 、L, T, W, X, R 3 、R 4 、R 5 、R 6 and R 7 are as defined above, and,

[0666] G is hydrogen,

[0667] Then, when W is hydrogen, it is directly treated with a dehydrating agent, optionally in the presence of a base, to directly obtain the compound of formula (7),

[0668] Or

[0669] Then, when W is an amino protecting group, it is treated with a dehydrating agent, optionally in the presence of a base, under the same conditions as in Method A described herein, and finally deprotected to obtain the compound of formula (7).

[0670] The reaction of the compound of formula (7) with the compound of formula (8) can be carried out in the presence of a transition metal catalyst (such as a copper salt or complex), and if appropriate, in the presence of a ligand described herein.

[0671] The compound of formula (5) is commercially available or can be prepared by Method F described herein.

[0672] The compound of formula (8) is commercially available or can be obtained by converting or derivatizing another compound of formula (8) according to well-known methods.

[0673] Method C

[0674] The compound of formula (I-a-1) can be prepared by the following method: First, react the compound of formula (1) with one of the amines or their salts of formula (9) to provide the compound of formula (10), under the conditions described in Method A, then treat it with a dehydrating agent, and subsequently treat it with hydroxylamine or hydrazine (H2N-E 2 where E 2 is hydroxyl or amino) to form the compound of formula (11), and finally convert it to the compound of formula (I-a-1) or (I-a-2) (as shown in Scheme 3), wherein A 1 、Q、L、R 3 、R 4 、R 5 、R 6 and R 7 are as defined above, and

[0675] m is 1 or 2,

[0676] A 2 is O or NH,

[0677] T is hydrogen,

[0678] wherein Q, R in formula (1) 7 and R 8 are as defined above, and

[0679] U 1 is hydroxy, halogen or C1-C6-alkoxy,

[0680] wherein m, L, R in formula (9) 3 、R 4 、R 5 and R 6 are as defined above, and

[0681] E 1 is hydroxy or halogen,

[0682] W is hydrogen, tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl,

[0683] wherein m, E in formula (10) 1 、L、W、R 3 、R 4 、R 5 and R 6 are as defined above, m, E in formula (11) 1 、E 2 、L、Q、W、R 3 、R 4 、R 5 、R 6 and R 7 are as defined above.

[0684]

[0685] When E 1 and E 2 are each hydroxy, the compound of formula (11) is converted to the compound of formula (I-a-1) using Mitsunobu reaction conditions known to those skilled in the art (Strategic Applications of Named Reactions in Organic Synthesis; Laszlo Kürti, Barbara Czako; Elsevier; 2005; 294-295 and its references). When E 1 is halogen and E 2When W is a hydroxyl group or an amino group, the compound of formula (11) is converted into the compound of formula (I-a-1) or (I-a-2) in the presence of a base.

[0686] When W represents an amino protecting group, an additional deprotection step is carried out after step 3 using the reaction conditions described in the literature (Greene’s Protective Groups in Organic Synthesis; Peter G.M.Wuts; Wiley; 5th Edition; 2014; 895-1194) to provide the compound of formula (I-a-1) or (I-a-2).

[0687] The amino alcohol of formula (9-a, E 1 = hydroxyl) is commercially available or can be obtained by the methods described in the literature (Molecules, 9(6), 405-426; 2004; WO2017203474). The compound of formula (9-b, E 1 = halogen) can be obtained from the corresponding amino alcohol by well-known methods.

[0688] Method D

[0689] The compound of formula (I-a-1) or (I-a-2) can be prepared by reacting the compound of formula (5) with the amine of formula (9) to provide the compound of formula (12), under the conditions described in Method A, then treating with a dehydrating agent, and subsequently treating with hydroxylamine or hydrazine (H2N-E 2 , where E 2 is a hydroxyl group or an amino group) to form the compound of formula (13), and then converting it into the compound of formula (7) (A 2 = O) or the compound of formula (14) (A 2 = NH), and finally reacting with the compound of formula (8) in the presence of a base (such as an organic or inorganic base) and optionally in the presence of a suitable copper salt or complex to provide the compound of formula (I-a-1) or (I-a-2) (as shown in Scheme 4), where A 1 , Q, L, R 3 , R 4 , R 5 , R 6 and R 7 are as defined above, and

[0690] A 2 is O or NH,

[0691] T is hydrogen,

[0692] m is 1 or 2,

[0693] wherein R in formula (5) 7 is as defined above, and

[0694] X is halogen,

[0695] U 1 is hydroxy, halogen or C1-C6-alkoxy,

[0696] wherein m, L, R in formula (9) 3 、R 4 、R 5 and R 6 are as defined above, and

[0697] E 1 is hydroxy or halogen,

[0698] W is hydrogen, tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl,

[0699] wherein m, E in formula (12) 1 、L、W、X、R 3 、R 4 、R 5 、R 6 and R 7 are as defined above, m, E in formula (13) 1 、L、W、X、R 3 、R 4 、R 5 、R 6 and R 7 are as defined above, m, A in formula (7) or formula (14) 1 、L、W、X、R 3 、R 4 、R 5 、R 6 、R 7 and R 8 are as defined above, Q in formula (8) is as defined above.

[0700]

[0701] When E 1 and E 2 are both hydroxy, step 3 is carried out under Mitsunobu reaction conditions (Strategic Applications of Named Reactions in Organic Synthesis; Laszlo Kürti, Barbara Czako; Elsevier; 2005; 294-295 and its references), when E 1 is halogen and E 2When W is a hydroxyl group or an amino group, Step 3 is carried out in the presence of a base.

[0702] When W represents an amino protecting group, an additional deprotection step is carried out after Step 3 using the reaction conditions described in the literature (Greene’s Protective Groups in Organic Synthesis; Peter G.M. Wuts; Wiley; 5th Edition; 2014; 895 - 1194) to provide a compound of formula (I-a-1) or (I-a-2).

[0703] The compound of formula (5) is commercially available or can be prepared by Method F described herein.

[0704] Process for preparing the compound of formula (1)

[0705] Method E

[0706] The compound of formula (1) can be directly obtained by carrying out Method E described below, or can be obtained by converting or derivatizing another compound of formula (1) prepared according to the methods described herein. The compounds of formula (1-a), (1-a’) and (1-a”) are various subsets of formula (1).

[0707] The compound of formula (1-a) can be prepared by the method shown in Scheme 5, which comprises the step of reacting a compound of formula (5) with a compound of formula (8) in the presence of a transition metal catalyst, optionally in the presence of a ligand, wherein A in formula (1-a) 1 , R 7 and Q are as defined above, and

[0708] U 1 is C1-C6-alkoxy,

[0709] wherein A in formula (5) 1 , R 7 and A are as defined above, and

[0710] U 1 is C1-C6-alkoxy,

[0711] X is halogen,

[0712] wherein Q in formula (8) is as defined above.

[0713] Scheme 5: Synthesis of the compound of formula (1-a) by Method E

[0714]

[0715] The compound of formula (5) is commercially available or can be prepared by Method F described herein.

[0716] The compound of formula (8) is commercially available or can be obtained by converting or derivatizing another compound of formula (8) according to well-known methods.

[0717] wherein U 1 The compound of formula (1-a) in which U is C1-C6-alkoxy can be converted by well-known functional group interconversion methods (such as hydrolysis of the ester group with LiOH in tetrahydrofuran / water) into the compound of formula (1-a’) in which U 1 is hydroxy.

[0718] wherein U 1 is hydroxy can be converted by well-known methods in the presence of a halogenating reagent into the compound of formula (1-a”) in which U 1 is halogen. Suitable halogenating reagents include, but are not limited to, phosphorus tribromide, phosphorus trichloride, phosphorus pentachloride, phosphorus oxychloride, oxalyl chloride or thionyl chloride.

[0719] Process for preparing the compound of formula (5)

[0720] Method F

[0721] The compound of formula (5) described herein can be directly obtained by carrying out Method F as described below, or can be obtained by converting or derivatizing another compound of formula (5) prepared according to the methods described herein. The compounds of formula (5-a), (5-a’), (5-a”) and (5-b), (5-b’), (5-b”) are various subsets of formula (5).

[0722] The compound of formula (5-a) can be converted into the compound of formula (5-b) (as shown in Scheme 6), wherein A in formula (5-a) 1 is as defined above, and

[0723] U 1 is C1-C6-alkoxy,

[0724] R 7a is halogen,

[0725] X is halogen,

[0726] wherein A in formula (5-b) 1 and R 8 are as defined above, and

[0727] U 1 is C1-C6-alkoxy,

[0728] X is halogen,

[0729] R 7b is hydrogen, a halogen different from R 7a cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 20 )2 or -C(=O)(OR 25 ),

[0730] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group are optionally substituted as described above.

[0731] Scheme 6: Synthesis of Compound of Formula (5-b) by Method F

[0732]

[0733] The compound of formula (5-a) is commercially available.

[0734] wherein R 7a when it is a halogen in the compound of formula (5-a), can be converted into the compound of formula (5-b) by a transition metal-catalyzed or metal photoredox-catalyzed method as described herein, wherein R 7b in the compound of formula (5-b) is cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 20 )2 or -C(=O)(OR 25 ).

[0735] wherein U 1Compounds of formula (5-a) and (5-b) where U is a C1-C6-alkoxy group can be converted by well-known functional group interconversion methods (e.g., by hydrolysis of the ester group with LiOH in tetrahydrofuran / water) into compounds of formula (5-a') and (5-b') where U 1 is a hydroxyl group.

[0736] where U 1 is a hydroxyl group can be converted by well-known methods in the presence of a halogenating reagent into compounds of formula (5-a") and (5-b") where U 1 is a halogen. Suitable halogenating reagents include, but are not limited to, phosphorus tribromide, phosphorus trichloride, phosphorus pentachloride, phosphorus oxychloride, oxalyl chloride or thionyl chloride.

[0737] Process for preparing the compounds of formulae (2), (9-a) and (9-b)

[0738] Compounds of formula (9) can be obtained by carrying out Method G as described below, or can be obtained by converting or derivatizing another compound of formula (9-a) prepared according to the methods described herein. Compounds of formula (9-a) and (9-b) are various subsets of formula (9).

[0739] Method G

[0740] Compounds of formula (15) can be converted by methods described in the literature into the corresponding compounds (9-a) and (2) as shown in Scheme 7.

[0741] Scheme 7: Method G - Preparation of Compounds (2), (9-a) and (9-b)

[0742]

[0743] The amino functionality of compound (15) can first be protected (W = tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl) according to known methods to give a compound of formula (9-a) (Greene’s Protective Groups in Organic Synthesis; Peter G.M. Wuts; Wiley; 5th Edition; 2014; 895-1194).

[0744] Subsequently, classical Mitsunobu reaction conditions known to those skilled in the art can be used (Strategic Applications of Named Reactions in Organic Synthesis; Laszlo Kürti, Barbara Czako; Elsevier; 2005; 294-295 and references therein)

[0745] The compound of formula (9-a) is converted to the compound of formula (2) by step 2 of method G.

[0746] where E 1 The compound of formula (9-a) in which E is a hydroxyl group can be converted to the compound of formula (9-b) in which E 1 is a halogen by a well-known method in the presence of a halogenating agent. Suitable halogenating reagents include, but are not limited to, phosphorus tribromide, phosphorus trichloride, phosphorus pentachloride, phosphorus oxychloride, oxalyl chloride, or thionyl chloride.

[0747] The amino alcohol of formula (15) is commercially available or can be prepared by the methods described in the literature (Molecules, 9(6), 405-426; 2004, WO2017203474).

[0748] Alternative preparation of the compound of formula (I)

[0749] Method H

[0750] The compound of formula (I-a-1) can be prepared by the method as shown in Scheme 8, where A in formula (I-a-1) 1 , Q, L, R 3 , R 4 , R 6 and R 7 are as defined above, and where

[0751] m is 1 or 2,

[0752] A 2 is O,

[0753] T is hydrogen,

[0754] R 5 is hydrogen, hydroxyl, or C1-C6-alkoxy,

[0755] The method comprises the step of adding a reducing agent to the compound of formula (19) under acidic conditions to provide the compound of formula (I-a-1), where m, Q, L, T, R in formula (19) 3 , R 4 , R 6 and R 7 are as defined above.

[0756] Scheme 8: Synthesis of the compound of formula (I-a-1) by method H

[0757]

[0758] The compound of formula (19) can be cyclized under acidic conditions in the presence of a reducing agent such as sodium cyanoborohydride to afford the compound of formula (I-a-1). The reaction conditions for forming the oxadiazine ring in this way are known and have been described in the literature (Heterocycles 2016, 92, 2166 - 2200).

[0759] The compound of formula (19) can be obtained by reacting a compound of formula (17) with a compound of formula (18) in the presence of a base, wherein A in formula (17) 1 and Q are as defined above, and m, L, R in formula (18) 3 , R 4 and R 6 are as defined above and X 1 is a halogen. Suitable bases are alkali metal hydrides (such as sodium hydride), alkali metal carbonates (such as potassium carbonate), alkali metal hydroxides (such as potassium hydroxide), or phosphazene bases (such as BEMP) as described in the literature (Heterocycles 2016, 92, 2166 - 2200).

[0760] The compound of formula (17) can be obtained by reacting a compound of formula (16) with hydroxylamine or its salt, wherein A in formula (17) 1 and Q are as defined above, and A in formula (16) 1 and Q are as defined above. The reaction conditions for carrying out this transformation are known and have been reported in the literature (WO2010 / 138600).

[0761] The reagent of formula (16) is commercially available or can be prepared by the methods described in the literature (WO2010 / 099279).

[0762] The compound of formula (18) is commercially available or can be prepared by the methods described in the literature (Eur.J.Med.Chem. 2014, 84, 302, Eur.J.Med.Chem. 2015, 100, 18 - 23, WO2017031325).

[0763] Method I

[0764] The compound of formula (I-a) can be converted into the corresponding compound of formula (I-b) in one or more steps as shown in Scheme 9 by the methods described in the literature, wherein m, A in formula (I-a) 1 , A 2 , L, Q, T, R 3 , R 4 , R 5 and R 7 are as defined above, and

[0765] R 6a is indanyl, 1,2,3,4 - tetrahydronaphthyl, phenyl, naphthyl, dihydrobenzofuranyl or dihydrobenzodioxanyl,

[0766] wherein indanyl, 1,2,3,4 - tetrahydronaphthyl, phenyl, naphthyl, dihydrobenzofuranyl and dihydrobenzodioxanyl are optionally substituted by 1 or 2 R 6S substituents, where

[0767] R 6Sa is halogen, methylsulfonyloxy or trifluoromethylsulfonyloxy,

[0768] wherein m, A 1 、A 2 、L, Q, T, R 3 、R 4 、R 5 、R 7 、R 8 and R 9 are as defined above, and

[0769] R 6b is indanyl, 1,2,3,4 - tetrahydronaphthyl, phenyl, naphthyl, dihydrobenzofuranyl or dihydrobenzodioxanyl,

[0770] wherein indanyl, 1,2,3,4 - tetrahydronaphthyl, phenyl, naphthyl, dihydrobenzofuranyl and dihydrobenzodioxanyl are optionally substituted by 1 or 2 R 6S substituents,

[0771] where

[0772] R 6Sb is independently selected from: cyano, C1 - C6 - alkyl, C1 - C6 - haloalkyl, C2 - C6 - alkenyl, C2 - C6 - haloalkenyl, C2 - C6 - alkynyl, C2 - C6 - haloalkynyl, C1 - C6 - alkylthio, C1 - C6 - haloalkylthio, C3 - C8 - cycloalkyl, C3 - C6 - cycloalkenyl, C6 - C 14 - aryl, 5 - or 6 - membered heteroaryl, 3 - to 7 - membered heterocyclic group, - N(R 20 )2 or - C(=O)(OR 25 ) halogen,

[0773] wherein C1 - C6 - alkyl, C1 - C6 - haloalkyl, C2 - C6 - alkenyl, C2 - C6 - haloalkenyl, C2 - C6 - alkynyl, C2 - C6 - haloalkynyl, C1 - C6 - alkylthio, C1 - C6 - haloalkylthio, C3 - C8 - cycloalkyl, C3 - C6 - cycloalkenyl, C6 - C14 -Aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group are optionally substituted as defined above,

[0774] And, R 20 and R 25 are as defined above.

[0775] Scheme 9: Synthesis of Method I - Compounds of Formula (I-b)

[0776]

[0777] Wherein R 6Sa For a halogen of formula (I-a) can be converted to a compound of formula (I-b) by a transition metal-catalyzed or metal photoredox-catalyzed method as described herein, wherein R in formula (I-b) 6Sb Is cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 20 )2 or -C(=O)(OR 25 ).

[0778] Compounds of formula (I-a) can be prepared by one or more methods described herein or methods known to those skilled in the art.

[0779] Method J

[0780] Compounds of formula (I-a-1) or formula (I-a-3) or formula (I-a-4) or formula (I-a-5) can be prepared by the following method, wherein A in formula (I-a-1) 1 , L, Q, R 3 , R 4 , R 5 , R 6 and R 7 are as defined above, and wherein

[0781] A 2 Is O,

[0782] T is hydrogen,

[0783] m is 1 or 2,

[0784] Wherein, A in formula (I-a-3) 1 , L, Q, R 3 , R4 , R 5 , R 6 and R 7 as defined above, and wherein

[0785] A 2 is CR 1 R 2 ,

[0786] wherein, R 1 and R 2 are as defined above,

[0787] T is hydrogen,

[0788] m is 1 or 2,

[0789] wherein, A in formula (I-a-4) 1 , Q, L, R 3 , R 4 , R 5 , R 6 and R 7 are as defined above, and wherein

[0790] A 2 is C(=O),

[0791] T is hydrogen,

[0792] m is 1 or 2,

[0793] wherein, A in formula (I-a-5) 1 , L, Q, R 3 , R 4 , R 5 , R 6 and R 7 are as defined above, and wherein

[0794] A 2 is S(=O)2,

[0795] T is hydrogen,

[0796] m is 1 or 2,

[0797] The method comprises the following steps: First, treating a compound of formula (16) with an alkoxide to provide a compound of formula (20), and then reacting it with an amine of formula (9c-1), (9c-2), (9c-3) or (9c-4) respectively to obtain a compound of formula (I-a-1), (I-a-3), (I-a-4) or (I-a-5), wherein, A in formula (16) 1 , Q and R 7 are as defined above, and A in formula (20) 1 , Q and R 7As defined above and Y is C1-C6-alkyl, each m, L, R in formula (9c-1), (9c-2), (9c-3) or (9c-4) 3 , R 4 , R 5 , R 6 As defined above and W is hydrogen or a suitable protecting group for the amino functionality, and

[0798] In the compound of formula (9c-1), E 1 is NH2-O-,

[0799] In the compound of formula (9c-2), E 1 is NH2-CR 44 R 45 -,

[0800] wherein

[0801] R 44 and R 45 are hydrogen, C1-C6-alkyl, C3-C8-cycloalkyl, C6-C 14 -aryl,

[0802] or

[0803] R 44 and R 45 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[0804] In the compound of formula (9c-3), E 1 is NH2-C(=O)-,

[0805] In the compound of formula (9c-4), E 1 is NH2-S(=O)2-.

[0806] Scheme 10: Synthesis of Compounds of Method J - of Formula (I-a-1), (I-a-3), (I-a-4) or (I-a-5)

[0807]

[0808] The compound of formula (20) can be obtained by treating the compound of formula (16) with an alcoholate (such as sodium methoxide or sodium ethoxide) according to the method described in the literature (Heterocycles, 34, 1992, 929-935), wherein A 1 , Q and R 7 are as defined above and Y is C1-C6-alkyl, and A 1 , Q and R 7 in formula (16) are as defined above.

[0809] The compound of formula (20) and the compound of formula (9c-1), (9c-2), (9c-3) or (9c-4) are subjected to cyclization under acidic conditions to form the compound of formula (I-a-1), (I-a-3), (I-a-4) or (I-a-5) respectively, wherein A in formula (20) 1 , Q and R 7 are as defined above and Y is C1-C6-alkyl, m, L, R in formula (9c-1), (9c-2), (9c-3) or (9c-4) 3 , R 4 , R 5 , R 6 are as defined above, W is hydrogen or a suitable protecting group for the amino function, and

[0810] in the compound of formula (9c-1), E 1 is NH2-O-

[0811] in the compound of formula (9c-2), E 1 is NH2-CR 44 R 45 -,

[0812] wherein R 44 and R 45 are as defined above

[0813] in the compound of formula (9c-3), E 1 is NH2-C(=O)-

[0814] in the compound of formula (9c-4), E 1 is NH2-S(=O)2-

[0815] wherein m, A 1 , L, Q, T, R 3 , R 4 , R 5 , R 6 and R 7 in formula (I-a-1), (I-a-3), (I-a-4) or (I-a-5) are as defined above, and

[0816] in the compound of formula (I-a-1), A 2 is O

[0817] in the compound of formula (I-a-3), A 2 is CR 1 R 2 ,

[0818] in the compound of formula (I-a-4), A2 is C(=O),

[0819] In the compound of formula (I-a-5), A 2 is S(=O)2,

[0820] The reaction conditions for carrying out this transformation based on this method have been described in the literature (Heterocycles 2016, 92, 2166 - 2200).

[0821] The amines of formula (9-c-1), (9-c-2), (9-c-3) or (9-c-4) are commercially available or can be prepared by the methods described in the literature (Molecules, 9(6), 405 - 426; 2004, WO2017 / 203474; J. Med. Chem 1985, 28, 694 - 698; J. Med. Chem 2006, 49, 4333 - 4343) and Method G of the present invention.

[0822] The reagent of formula (16) is commercially available or can be prepared by the method described in the literature (WO2010 / 099279).

[0823] Intermediate

[0824] The present invention also relates to intermediates for preparing the compounds of formula (I).

[0825] Some of the intermediates of formula (1) defined herein are known in the prior art, for example, see CN106317027A and US5,420,129A.

[0826] Therefore, the present invention relates to compounds of formula (1):

[0827]

[0828] wherein

[0829] A 1 is N or CR 8 ,

[0830] wherein

[0831] R 8 is hydrogen, halogen, cyano or C1 - C4 - alkyl,

[0832] U 1 is hydroxy, halogen or C1 - C6 - alkoxy,

[0833] R 7is hydrogen, halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0834] Wherein, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa substituents, wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group are optionally substituted by 1 to 3 R 7Sc substituents,

[0835] and, wherein

[0836] R 20 is independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[0837] wherein, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are each optionally substituted by 1 to 3 substituents R 7Sa substituted,

[0838] and

[0839] wherein, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents R7Sc Substituted

[0840] R 21 and R 22 are independently hydroxy, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[0841] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are each optionally substituted by 1 to 3 R 7Sa substituents,

[0842] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[0843] wherein the C1-C6-alkyl and C1-C6-haloalkyl are each optionally substituted by 1 to 3 R 7Sa substituents,

[0844] and

[0845] wherein the C3-C8-cycloalkyl is each optionally substituted by 1 to 3 R 7Sc substituents,

[0846] wherein

[0847] R 7Sa are independently cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or 3- to 7-membered heterocyclic group,

[0848] R 7Sc are independently halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3- to 7-membered heterocyclic group,

[0849] or

[0850] Two Rs bonded to the same carbon atom 7Sc The substituents C1-C6-alkyl together form a C3-C8-cycloalkyl-ring,

[0851] Q is C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group,

[0852] wherein the C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group is optionally substituted by 1 to 5 substituents Q S substituted,

[0853] wherein

[0854] Q S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -O-C(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 and -N(R 43 )2,

[0855] wherein

[0856] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[0857] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group and 5- to 14-membered heteroaryl are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[0858] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are each further optionally substituted by two substituents which, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl,

[0859] and wherein

[0860] R 33 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy,

[0861] R 34 、R 35 、R 36 、R 37 、R 38 、R 39 、R 40 、R41 and R 42 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy,

[0862] wherein

[0863] the C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy are each optionally substituted by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0864] and, wherein

[0865] R 43 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl or C3-C8-cycloalkyl,

[0866] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl and C2-C6-haloalkenyl are each optionally substituted by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0867] wherein the C3-C8-cycloalkyl is each optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic group,

[0868] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are each further optionally substituted by two substituents which together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[0869] provided that when A in formula (1) is C-R 8 and R 8When = H, then

[0870] If R 7 is hydrogen and Q is not 2,5 - dichlorophenoxy,

[0871] and the condition is that the compound of formula (1) is not:

[0872] ethyl 2,6 - dichloro - 5 - phenoxypyrimidine - 4 - carboxylate (CAS 157415 - 41 - 3),

[0873] A further preferred condition is that when A is C - R in formula (1) 8 and R 8 = H, then if U 1 is hydroxy, R 7 is not isopropyl.

[0874] Accordingly, the present invention also relates to compounds of formula (1):

[0875]

[0876] wherein

[0877] A 1 is N or CR 8 ,

[0878] wherein R 8 is hydrogen or halogen,

[0879] U 1 is hydroxy, halogen or C1 - C6 - alkoxy,

[0880] R 7 is halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1 - C6 - alkyl, C1 - C6 - haloalkyl, C1 - C6 - hydroxyalkyl, C1 - C6 - alkoxy, C1 - C6 - haloalkoxy, C1 - C6 - alkylcarbonyl, C1 - C6 - haloalkylcarbonyl, C1 - C6 - alkoxycarbonyl, C1 - C6 - haloalkoxycarbonyl, C2 - C6 - alkenyl, C2 - C6 - haloalkenyl, C2 - C6 - alkynyl, C2 - C6 - haloalkynyl, C2 - C6 - alkenyloxy, C2 - C6 - haloalkenyloxy, C2 - C6 - alkynyloxy, C2 - C6 - haloalkynyloxy, C1 - C6 - alkylthio, C1 - C6 - haloalkylthio, C3 - C8 - cycloalkylthio, C2 - C6 - alkenylthio, C2 - C6 - alkynylthio, C1 - C6 - alkylsulfinyl, C1 - C6 - haloalkylsulfinyl, C3 - C8 - cycloalkylsulfinyl, C1 - C6 - alkylsulfonyl, C1 - C6 - haloalkylsulfonyl, C3 - C8 - cycloalkylsulfonyl, C3 - C8 - cycloalkyl, C3 - C6 - cycloalkenyl, C6 - C 14-aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkyloxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[0881] wherein, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa substituents, wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkyloxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group are optionally substituted by 1 to 3 R 7Sc substituents,

[0882] and, wherein

[0883] R 20is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[0884] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are optionally substituted by 1 to 3 substituents R 7Sa substituted,

[0885] and

[0886] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are optionally substituted by 1 to 3 substituents R 7Sc substituted,

[0887] R 21 and R 22 are independently hydroxy, amino, cyano, C1-C6-alkyl, C1-C6-halo

[0888] alkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[0889] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are optionally substituted by 1 to 3 R 7Sa substituents,

[0890] R 23 , R 24 , R 25 , R 26 , R 27 , R 28 and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[0891] wherein the C1-C6-alkyl and C1-C6-haloalkyl are optionally substituted by 1 to 3 R 7Sa substituents,

[0892] and

[0893] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 R 7Scsubstituted by a substituent,

[0894] wherein

[0895] R 7Sa is independently cyano, hydroxy, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or a 3- to 7-membered heterocyclic group,

[0896] R 7Sc is independently halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[0897] or two R 7Sc substituents C1-C6-alkyl bonded to the same carbon atom together form a C3-C8-cycloalkyl ring,

[0898] Q is C6-C 14 -aryl, C3-C 12 -carbocyclic group, a 3- to 14-membered heterocyclic group or a 5- to 14-membered heteroaryl group,

[0899] wherein, C6-C 14 -aryl, C3-C 12 -carbocyclic group, a 3- to 14-membered heterocyclic group or a 5- to 14-membered heteroaryl group is optionally substituted by 1 to 5 substituents Q S substituted,

[0900] wherein

[0901] Q SIndependently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -O-C(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 and -N(R 43 )2,

[0902] wherein

[0903] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[0904] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group and 5- to 14-membered heteroaryl are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[0905] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are each further optionally substituted by two substituents which, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl,

[0906] and wherein

[0907] R 34 、R 35 、R 36 、R 37 、R 38 、R 39 、R 40 、R 41 and R 42 are each independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy,

[0908] wherein

[0909] the C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic groups,

[0910] and wherein

[0911] R 43 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, or C3-C8-cycloalkyl,

[0912] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, and C2-C6-haloalkenyl are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic groups,

[0913] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclic groups,

[0914] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic groups are each independently optionally substituted by two substituents which, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl,

[0915] provided that when A in formula (1) is C-R 8 and R 8 = H, then

[0916] if R 7 is hydrogen, Q is not 2,5-dichlorophenoxy,

[0917] and the condition is that the compound of formula (1) is not:

[0918] ethyl 2,6-dichloro-5-phenoxypyrimidine-4-carboxylate (CAS 157415-41-3),

[0919] A further preferred condition is that when A in formula (1) is C-R 8 and R 8 = H, then if U 1 is hydroxyl, R 7 is not isopropyl.

[0920] Advantageously, R in the compound of formula (1) 7 is not hydrogen.

[0921] The present invention also relates to a compound of formula (2):

[0922]

[0923] wherein

[0924] m is 1 or 2,

[0925] R 3 and R 4 are independently hydrogen, halogen or C1-C6-alkyl,

[0926] or

[0927] R 3 and R 4 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[0928] R 5 is hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl or -O-Si(C1-C6-alkyl)3,

[0929] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group, and

[0930] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[0931] or

[0932] R 3 and R 5 or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[0933] L is a direct bond, carbonyl, C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene-, -C1-C6-alkylene-C(=O)-, -NR L1 -, -NR L2 (C=O)-, -C(=O)NR L3 -, -NR L4 S(=O)2-, -S(=O)2NR L5 -, -C(=NOR L6 )-, -C(=N-N(R L7 )2)-, -C(=NR L8 )- or a group of the following formula:

[0934]

[0935] wherein

[0936] the C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene- and -C1-C6-alkylene-C(=O)- are optionally substituted by 1 to 3 substituents L SA substituted,

[0937] # is the point of attachment to the heterocyclic group-group,

[0938] ## is the point of attachment to R 6 connected,

[0939] L 1 is a direct bond or C1-C6-alkylene,

[0940] L 2 is a direct bond or C1-C6-alkylene,

[0941] E is a C3-C8-cycloalkyl group, a C3-C8-cycloalkenyl group or a 3- to 7-membered heterocyclic group,

[0942] wherein the C3-C8-cycloalkyl group, the C3-C8-cycloalkenyl group and the 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[0943] R L1 、R L2 、R L3 and R L4 are independently hydrogen or a C1-C6-alkyl group,

[0944] R L5 、R L6 、R L7 and R L8 are independently hydrogen, a C1-C6-alkyl group, a C1-C6-haloalkyl group, a C3-C8-cycloalkyl group or a C2-C6-alkenyl group,

[0945] L SA is independently a halogen, a cyano group, a hydroxy group, a carboxyl group, a methylene group, a halomethylene group, a C1-C6-alkoxy group, a C1-C6-haloalkoxy group, a C3-C8-cycloalkyl group, a C3-C8-halocycloalkyl group, a C1-C6-alkoxycarbonyl group, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[0946] or

[0947] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[0948] L Sc is independently a halogen, a cyano group, a nitro group, a hydroxy group, a formyl group, a carboxyl group, an oxo group, a methylene group, a halomethylene group, a C1-C6-alkyl group, a C1-C6-haloalkyl group, a C1-C6-alkoxy group, a C1-C6-haloalkoxy group, a C2-C6-alkenyl group, a C3-C8-cycloalkyl group, a C3-C8-halocycloalkyl group, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[0949] and / or

[0950] two L Sc substituents together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[0951] R 6 is a C3-C 12 -carbocyclic group, a C6-C 14 -aryl group, a 3- to 14-membered heterocyclic group, a 5- to 14-membered heteroaryl group, a C3-C12 -carbocyclic ring oxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclic ring oxy, C3-C 12 -carbocyclic ring thio, C6-C 14 -arylthio, 5- to 14-membered heteroarylthio, 3- to 14-membered heterocyclic ring thio, C3-C 12 -carbocyclic ring sulfinyl, C6-C 14 -arylsulfinyl, 5- to 14-membered heteroarylsulfinyl, 3- to 14-membered heterocyclic ring sulfinyl, C3-C 12 -carbocyclic ring sulfonyl, C6-C 14 -arylsulfonyl, 5- to 14-membered heteroarylsulfonyl, 3- to 14-membered heterocyclic ring sulfonyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl or C1-C3-alkylsulfonyl,

[0952] wherein, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl and C1-C3-alkylsulfonyl are substituted by 1 substituent selected from the following: C3-C 12 -carbocyclic ring, C6-C 14 -aryl, 3- to 14-membered heterocyclic ring and 5- to 14-membered heteroaryl,

[0953] wherein, the C3-C 12 -carbocyclic ring, C6-C 14 -aryl, 3- to 14-membered heterocyclic ring

[0954] and 5- to 14-membered heteroaryl are each optionally substituted by 1 to 4 R 6S substituents, wherein, C3-C 12 -carbocyclic ring, C6-C 14 -aryl, 3- to 14-membered heterocyclic ring, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclic ring oxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclic ring oxy, C3-C 12 -carbocyclic ring thio, C6-C 14 -arylthio, 5- to 14-membered heteroarylthio, 3- to 14-membered heterocyclic ring thio, C3-C 12 -carbocyclic ring sulfinyl, C6-C 14 -arylsulfinyl, 5- to 14-membered heteroarylsulfinyl, 3- to 14-membered heterocyclic ring sulfinyl, C3-C 12 -carbocyclic ring sulfonyl, C6-C 14-aryl sulfonyl, 5- to 14-membered heteroaryl sulfonyl, and 3- to 14-membered heterocyclic sulfonyl are optionally substituted with 1 to 4 R 6S substituents,

[0955] wherein

[0956] R 6S is selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic, -N(R 15 )2, -O(C=O)R 16 , -C(=O)R 16 , -C(=O)(OR 17 )、-C(=O)N(R 18 )2、-S(=O)2N(R 19 )2、-O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3,

[0957] wherein, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[0958] or

[0959] two substituents C1-C6-alkyl together with the same carbon atom to which they are attached form a C3-C8-cycloalkyl ring,

[0960] and

[0961] wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 4 substituents independently selected from: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[0962] and, wherein

[0963] R 15 is hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[0964] wherein the C1-C6-alkyl is optionally substituted with 1 to 3 substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[0965] and

[0966] wherein the C3-C8-cycloalkyl is optionally substituted with 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl,

[0967] R 16 、R 17 、R 18 and R 19 are independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl,

[0968] wherein the C1-C6-alkyl or C1-C6-haloalkyl is further optionally substituted with 1 to 3 substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[0969] W is hydrogen, tert-butoxycarbonyl, benzyl, allyl, or (4-methoxyphenyl)methyl,

[0970] provided that the compound of formula (2) is preferably not:

[0971]

[0972]

[0973]

[0974] The present invention also relates to a compound of formula (3):

[0975]

[0976] wherein

[0977] A 1 is N or CR 8,

[0978] wherein

[0979] R 8 is hydrogen, halogen, cyano or C1-C4-alkyl,

[0980] m is 1 or 2,

[0981] R 3 and R 4 are independently hydrogen, halogen, cyano, hydroxy, formyl, carboxyl, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclic group or -O-Si(C1-C6-alkyl)3, wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group, and

[0982] wherein the C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl and 3- to 14-membered heterocyclic group are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[0983] or

[0984] R 3 and R 4 together with the carbon atom to which they are attached form a carbonyl, methylene, C3-C8-cycloalkyl-ring or 3- to 7-membered heterocyclic-ring,

[0985] Among them, the C3-C8-cycloalkyl-ring and the 3- to 7-membered heterocyclic ring are optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[0986] R 5 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl, or -O-Si(C1-C6-alkyl)3,

[0987] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, and -O-Si(C1-C6-alkyl)3 are optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group, and

[0988] wherein the C3-C8-cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[0989] or

[0990] R 3 and R 5 or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[0991] L is a direct bond, carbonyl, C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene-, -C1-C6-alkylene-C(=O)-, -NR L1 -, -NRL2 (C═O)-, -C(═O)NR L3 -, -NR L4 S(═O)2-, -S(═O)2NR L5 -, -C(═NOR L6 )-, -C(═N-N(R L7 )2)-, -C(═NR L8 )- or a group of the following formula:

[0992]

[0993] wherein

[0994] the C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(═O)-C1-C6-alkylene- and -C1-C6-alkylene-C(═O)- are optionally substituted by 1 to 3 substituents L SA substituted,

[0995] # is the point of attachment to the heterocyclic group

[0996] ## is the point of attachment to R 6 attached,

[0997] L 1 is a direct bond or C1-C6-alkylene,

[0998] L 2 is a direct bond or C1-C6-alkylene,

[0999] E is C3-C8-cycloalkyl, C3-C8-cycloalkenyl or a 3- to 7-membered heterocyclic group,

[1000] wherein the C3-C8-cycloalkyl, C3-C8-cycloalkenyl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[1001] R L1 , R L2 , R L3 and R L4 are independently hydrogen or C1-C6-alkyl,

[1002] R L5 , R L6 , R L7 and R L8 are independently hydrogen, C1-C6-alkyl, C1-C6-halo

[1003] alkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[1004] wherein

[1005] L SA independently a halogen, cyano, hydroxy, carboxy, methylene, halomethyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1006] and / or

[1007] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[1008] L SC independently a halogen, cyano, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1009] and / or

[1010] two L SC substituents together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[1011] R 6 is a C3-C 12 -carbocyclic group, C6-C 14 -aryl, a 3- to 14-membered heterocyclic group, a 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, a 5- to 14-membered heteroaryloxy, a 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclic thio, C6-C 14 -arylthio, a 5- to 14-membered heteroarylthio, a 3- to 14-membered heterocyclic thio, C3-C 12 -carbocyclic sulfinyl, C6-C 14 -arylsulfinyl, a 5- to 14-membered heteroarylsulfinyl, a 3- to 14-membered heterocyclic sulfinyl, C3-C 12 -carbocyclic sulfonyl, C6-C 14 -arylsulfonyl, a 5- to 14-membered heteroarylsulfonyl, a 3- to 14-membered heterocyclic sulfonyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl or C1-C3-alkylsulfonyl,

[1012] Among them, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl, and C1-C3-alkylsulfonyl are each substituted by 1 substituent selected from the following: C3-C 12 -carbocyclic group, C6-C 14 -aryl group, 3- to 14-membered heterocyclic group, and 5- to 14-membered heteroaryl group,

[1013] Among them, the C3-C 12 -carbocyclic group, C6-C 14 -aryl group, 3- to 14-membered heterocyclic group, and 5- to 14-membered heteroaryl group are each optionally substituted by 1 to 4 R 6S substituents, where the C3-C 12 -carbocyclic group, C6-C 14 -aryl group, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl group, C3-C 12 -carbocyclic oxy group, C6-C 14 -aryloxy group, 5- to 14-membered heteroaryloxy group, 3- to 14-membered heterocyclic oxy group, C3-C 12 -carbocyclic thio group, C6-C 14 -arylthio group, 5- to 14-membered heteroarylthio group, 3- to 14-membered heterocyclic thio group, C3-C 12 -carbocyclic sulfinyl group, C6-C 14 -arylsulfinyl group, 5- to 14-membered heteroarylsulfinyl group, 3- to 14-membered heterocyclic sulfinyl group, C3-C 12 -carbocyclic sulfonyl group, C6-C 14 -arylsulfonyl group, 5- to 14-membered heteroarylsulfonyl group, and 3- to 14-membered heterocyclic sulfonyl group are each optionally substituted by 1 to 4 R 6S substituents,

[1014] wherein

[1015] R 6SIndependently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 15 )2, -O(C=O)R 16 , -C(=O)R 16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3,

[1016] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1017] or

[1018] Two substituents C1-C6-alkyl form a C3-C8-cycloalkyl-ring with the same carbon atom to which they are attached,

[1019] and

[1020] wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1021] and, wherein

[1022] R 15 is independently hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[1023] wherein, the C1-C6-alkyl is optionally substituted in turn by 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1024] and

[1025] wherein, the C3-C8-cycloalkyl is optionally substituted in turn by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1026] R 16 、R 17 、R 18 and R 19 are independently hydrogen, C1-C6-alkyl or C1-C6-haloalkyl,

[1027] wherein the C1-C6-alkyl and C1-C6-haloalkyl are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[1028] R 7 is hydrogen, halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 )、-C(=O)N(R 26 )2、-S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[1029] Wherein, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa Substituents, wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -Aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group are optionally substituted by 1 to 3 R 7Sc Substituents,

[1030] And, wherein

[1031] R 20 Independently is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[1032] Wherein, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are each optionally substituted by 1 to 3 substituents R 7Sa Substituted,

[1033] And

[1034] Wherein, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents R7Sc Substituted

[1035] R 21 and R 22 independently are hydroxy, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[1036] wherein, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are each optionally substituted by 1 to 3 R 7Sa substituents,

[1037] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 independently are hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[1038] wherein, C1-C6-alkyl and C1-C6-haloalkyl are each optionally substituted by 1 to 3 R 7Sa substituents,

[1039] and

[1040] wherein, C3-C8-cycloalkyl is optionally substituted by 1 to 3 R 7Sc substituents,

[1041] wherein

[1042] R 7Sa independently are cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or 3- to 7-membered heterocyclic group,

[1043] R 7Sc independently are halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3- to 7-membered heterocyclic group,

[1044] or

[1045] Two Rs bonded to the same carbon atom 7Sc The substituents C1-C6-alkyl together form a C3-C8-cycloalkyl-ring,

[1046] Q is C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group,

[1047] wherein the C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group is optionally substituted by 1 to 5 substituents Q S substituted,

[1048] wherein

[1049] Q S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, formyl, carboxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -O-C(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 and -N(R 43 )2,

[1050] wherein

[1051] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are each optionally substituted by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[1052] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group and 5- to 14-membered heteroaryl are each optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[1053] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are further optionally substituted by two substituents which together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[1054] and, wherein

[1055] R 33 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy,

[1056] R 34 、R 35 、R 36 、R 37 、R 38 、R 39 、R 40 、R41 and R 42 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy,

[1057] wherein

[1058] the C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy are each optionally substituted, independently of one another, by from 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[1059] and wherein

[1060] R 43 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl or C3-C8-cycloalkyl,

[1061] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl and C2-C6-haloalkenyl are each optionally substituted, independently of one another, by from 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl,

[1062] C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[1063] wherein the C3-C8-cycloalkyl is each optionally substituted, independently of one another, by from 1 to 3 substituents selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[1064] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic groups are each further optionally substituted by two substituents which, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl,

[1065] W is hydrogen, tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl.

[1066] The present invention also relates to a compound of formula (3):

[1067]

[1068] wherein

[1069] A 1 is N or CR 8 ,

[1070] wherein R 8 is hydrogen or halogen,

[1071] m is 1 or 2,

[1072] R 3 and R 4 are independently hydrogen, halogen, cyano, hydroxy, formyl, carboxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclic or -O-Si(C1-C6-alkyl)3,

[1073] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic;

[1074] and

[1075] wherein the C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl and 3- to 14-membered heterocyclic are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic;

[1076] or

[1077] R 3 and R 4 together with the carbon atom to which they are attached form a carbonyl group, a methylene group, a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclic ring,

[1078] wherein the C3-C8-cycloalkyl and the 3- to 7-membered heterocyclic ring are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic ring,

[1079] R 5 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl or -O-Si(C1-C6-alkyl)3,

[1080] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic ring, and

[1081] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic ring,

[1082] or

[1083] R 3 and R 5 or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl ring,

[1084] L is a direct bond, carbonyl, C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene-, -C1-C6-alkylene-C(=O)-, -NR L1 -, -NR L2 (C=O)-, -C(=O)NR L3 -, -NR L4 S(=O)2-, -S(=O)2NR L5 -, -C(=NOR L6 )-, -C(=N-N(R L7 )2)-, -C(=NR L8 )- or a group of the following formula:

[1085]

[1086] wherein

[1087] the C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene- and -C1-C6-alkylene-C(=O)- are optionally substituted with 1 to 3 substituents L SA substituted,

[1088] # is the point of attachment to the heterocyclic group

[1089] ## is the point of attachment to R 6 connected,

[1090] L 1 is a direct bond or C1-C6-alkylene,

[1091] L 2 is a direct bond or C1-C6-alkylene,

[1092] E is C3-C8-cycloalkyl, C3-C8-cycloalkenyl or a 3- to 7-membered heterocyclic group,

[1093] wherein the C3-C8-cycloalkyl, C3-C8-cycloalkenyl and 3- to 7-membered heterocyclic group are each optionally substituted with 1 to 3 substituents L SC substituted,

[1094] R L1 、R L2 、R L3 and R L4 are independently hydrogen or C1-C6-alkyl,

[1095] R L5 、R L6 、R L7 and R L8independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[1096] L SA independently halogen, cyano, hydroxy, carboxy, methylene, halomethylene, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1097] or

[1098] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[1099] L Sc independently halogen, cyano, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1100] and / or

[1101] two L Sc substituents together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[1102] R 6 is C3-C 12 -carbocyclic group, C6-C 14 -aryl, a 3- to 14-membered heterocyclic group, a 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, a 5- to 14-membered heteroaryloxy, a 3- to 14-membered heterocycloxy, C3-C 12 -carbocyclic thio, C6-C 14 -arylthio, a 5- to 14-membered heteroarylthio, a 3- to 14-membered heterocyclic thio, C3-C 12 -carbocyclic sulfinyl, C6-C 14 -arylsulfinyl, a 5- to 14-membered heteroarylsulfinyl, a 3- to 14-membered heterocyclic sulfinyl, C3-C 12 -carbocyclic sulfonyl, C6-C 14-aryl sulfonyl, 5- to 14-membered heteroaryl sulfonyl, 3- to 14-membered heterocyclic sulfonyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl or C1-C3-alkylsulfonyl,

[1103] wherein the C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl and C1-C3-alkylsulfonyl are substituted by 1 substituent selected from: C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group and 5- to 14-membered heteroaryl,

[1104] wherein the C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group

[1105] and 5- to 14-membered heteroaryl are each optionally substituted by 1 to 4 R 6S substituents, wherein the C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclic group oxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclic oxy, C3-C 12 -carbocyclic group thio, C6-C 14 -arylthio, 5- to 14-membered heteroarylthio, 3- to 14-membered heterocyclic thio, C3-C 12 -carbocyclic group sulfinyl, C6-C 14 -arylsulfinyl, 5- to 14-membered heteroarylsulfinyl, 3- to 14-membered heterocyclic sulfinyl, C3-C 12 -carbocyclic group sulfonyl, C6-C 14 -arylsulfonyl, 5- to 14-membered heteroarylsulfonyl and 3- to 14-membered heterocyclic sulfonyl are each optionally substituted by 1 to 4 R 6S substituents,

[1106] wherein

[1107] R 6S is selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, pentafluoro

[1108] Thiol group, oxo, methylene, halomethylene, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 15 )2, -O(C=O)R 16 , -C(=O)R 16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3 or -Si(C1-C6-alkyl)3,

[1109] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1110] or

[1111] two C1-C6-alkyl substituents together with the same carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[1112] and

[1113] wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1114] and, wherein

[1115] R 15 is hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[1116] wherein, the C1-C6-alkyl is optionally substituted by 1 to 3 substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group, and

[1117] wherein, the C3-C8-cycloalkyl is optionally substituted by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1118] R 16 、R 17 、R 18 and R 19 are independently hydrogen, C1-C6-alkyl or C1-C6-haloalkyl,

[1119] wherein the C1-C6-alkyl or C1-C6-haloalkyl is further optionally substituted by 1 to 3 substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[1120] R 7 is hydrogen, halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic group oxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[1121] wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa substituents, wherein C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group are optionally substituted by 1 to 3 R 7Sc substituents,

[1122] and wherein

[1123] R 20 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[1124] wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are optionally substituted by 1 to 3 substituents R 7Sa substituted,

[1125] and

[1126] wherein C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are optionally substituted by 1 to 3 substituents R 7ScSubstituted,

[1127] R 21 and R 22 are independently hydroxy, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[1128] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are optionally substituted by 1 to 3 R 7Sa substituents,

[1129] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[1130] wherein the C1-C6-alkyl and C1-C6-haloalkyl are optionally substituted by 1 to 3 R 7Sa substituents,

[1131] and

[1132] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 R 7Sc substituents,

[1133] wherein

[1134] R 7Sa are independently cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or 3- to 7-membered heterocyclic group,

[1135] R 7Sc are independently halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3- to 7-membered heterocyclic group,

[1136] or

[1137] Two Rs bonded to the same carbon atom 7Sc The substituents C1-C6-alkyl together form a C3-C8-cycloalkyl-ring,

[1138] Q is C6-C 14 -aryl, C3-C 12 -carbocyclic group, a 3- to 14-membered heterocyclic group or a 5- to 14-membered heteroaryl group,

[1139] wherein the C6-C 14 -aryl, C3-C 12 -carbocyclic group, a 3- to 14-membered heterocyclic group or a 5- to 14-membered heteroaryl group is optionally substituted by 1 to 5 substituents Q S substituted, wherein

[1140] Q S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, formyl, carboxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, a 3- to 7-membered heterocyclic group, C6-C 14 -aryl, a 5- to 14-membered heteroaryl group, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -O-C(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 and -N(R 43 )2,

[1141] wherein

[1142] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are each optionally substituted by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[1143] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group and 5- to 14-membered heteroaryl are each optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[1144] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are further optionally substituted by two substituents which together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[1145] and, wherein

[1146] R 34 、R 35 、R 36 、R 37 、R 38 、R 39 、R 40 、R 41 and R 42 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy,

[1147] wherein

[1148] the C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic groups,

[1149] and wherein

[1150] R 43 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl or C3-C8-cycloalkyl,

[1151] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl and C2-C6-haloalkenyl are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic groups,

[1152] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-

[1153] haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclic groups,

[1154] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic groups are each independently optionally substituted by two substituents which together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[1155] W is hydrogen, tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl.

[1156] The present invention also relates to a compound of formula (4):

[1157]

[1158] wherein

[1159] A 1 is N or CR 8 ,

[1160] wherein

[1161] R 8 is hydrogen, halogen, cyano or C1-C4-alkyl,

[1162] m is 1 or 2,

[1163] R 3 and R 4 are independently hydrogen, halogen, cyano, hydroxy, formyl, carboxyl, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclic group or -O-Si(C1-C6-alkyl)3, wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group, and

[1164] wherein, the C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl and 3- to 14-membered heterocyclic group are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[1165] or

[1166] R 3 and R 4 together with the carbon atom to which they are attached form a carbonyl, methylene, C3-C8-cycloalkyl-ring or 3- to 7-membered heterocyclic-ring,

[1167] Wherein, the C3-C8-cycloalkyl-ring and the 3- to 7-membered heterocyclic ring are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1168] R 5 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl or -O-Si(C1-C6-alkyl)3,

[1169] Wherein, the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group, and

[1170] Wherein, the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1171] Or

[1172] R 3 and R 5 Or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C8-cyclo

[1173] alkyl-ring,

[1174] L is a direct bond, a carbonyl group, a C1-C6-alkylene group, a C2-C6-alkenylene group, a C2-C6-alkynylene group, -C(=O)-C1-C6-alkylene group-, -C1-C6-alkylene group-C(=O)-, -NR L1 -、-NR L2 (C=O)-, -C(=O)NR L3 -、-NR L4 S(=O)2-、-S(=O)2NR L5 -、-C(=NOR L6 )-、-C(=NN(R L7 )2)-、-C(=NR L8 )-or a group of the formula:

[1175]

[1176] in

[1177] The C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene- and -C1-C6-alkylene-C(=O)- are optionally substituted by 1 to 3 substituents L SA replace,

[1178] # is the point of attachment to the heterocyclyl-group,

[1179] ##For R 6 Connect the dots,

[1180] L 1 is a direct bond or a C1-C6-alkylene group,

[1181] L 2 is a direct bond or a C1-C6-alkylene group,

[1182] E is C3-C8-cycloalkyl, C3-C8-cycloalkenyl or 3- to 7-membered heterocyclic group,

[1183] wherein the C3-C8-cycloalkyl, C3-C8-cycloalkenyl and 3- to 7-membered heterocyclic groups are optionally substituted by 1 to 3 substituents L in sequence. SC replace,

[1184] R L1 , R L2 , R L3 and R L4 are independently hydrogen or C1-C6-alkyl,

[1185] R L5 , R L6 , R L7 and R L8independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[1186] wherein

[1187] L SA independently is halogen, cyano, hydroxy, carboxy, methylene, halomethylene, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1188] and / or

[1189] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[1190] L SC independently is halogen, cyano, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1191] and / or

[1192] two L SC substituents together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[1193] R 6 is C3-C 12 -carbocyclic group, C6-C 14 -aryl, a 3- to 14-membered heterocyclic group, a 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, a 5- to 14-membered heteroaryloxy, a 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclic thio, C6-C 14 -aryl thio, a 5- to 14-membered heteroaryl thio, a 3- to 14-membered heterocyclic thio, C3-C 12 -carbocyclic sulfinyl, C6-C 14 -aryl sulfinyl, a 5- to 14-membered heteroaryl sulfinyl, a 3- to 14-membered heterocyclic sulfinyl, C3-C 12 -carbocyclic sulfonyl, C6-C 14-aryl sulfonyl, 5- to 14-membered heteroaryl sulfonyl, 3- to 14-membered heterocyclic sulfonyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl or C1-C3-alkylsulfonyl,

[1194] wherein the C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl and C1-C3-alkylsulfonyl are substituted by 1 substituent selected from the following: C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic and 5- to 14-membered heteroaryl,

[1195] wherein the C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic, 5- to 14-membered heteroaryl are each optionally substituted by 1 to 4 R 6S substituents, wherein the C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclicthio, C6-C 14 -arylthio, 5- to 14-membered heteroarylthio, 3- to 14-membered heterocyclicthio, C3-C 12 -carbocyclicsulfinyl, C6-C 14 -arylsulfinyl, 5- to 14-membered heteroarylsulfinyl, 3- to 14-membered heterocyclicsulfinyl, C3-C 12 -carbocyclicsulfonyl, C6-C 14 -arylsulfonyl, 5- to 14-membered heteroarylsulfonyl and 3- to 14-membered heterocyclicsulfonyl are each optionally substituted by 1 to 4 R 6S substituents,

[1196] wherein

[1197] R 6Sindependently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 15 )2, -O(C=O)R 16 , -C(=O)R 16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3,

[1198] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1199] or

[1200] Two substituents C1-C6-alkyl form a C3-C8-cycloalkyl-ring with the same carbon atom to which they are attached,

[1201] and

[1202] wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1203] and, wherein

[1204] R 15 is independently hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[1205] wherein, the C1-C6-alkyl is optionally substituted in turn by 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1206] and

[1207] wherein, the C3-C8-cycloalkyl is optionally substituted in turn by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1208] R 16 、R 17 、R 18 and R 19 are independently hydrogen, C1-C6-alkyl or C1-C6-haloalkyl,

[1209] wherein the C1-C6-alkyl and C1-C6-haloalkyl are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[1210] R 7 is hydrogen, halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[1211] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa substituents,

[1212] Among them, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group are optionally substituted by 1 to 3 R 7Sc substituents,

[1213] And, among them

[1214] R 20 is independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[1215] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are each optionally substituted by 1 to 3 substituents R 7Sa substituted,

[1216] And

[1217] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14-Aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents R 7Sc substituted,

[1218] R 21 and R 22 are independently hydroxy, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[1219] wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are each optionally substituted by 1 to 3 R 7Sa substituents,

[1220] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[1221] wherein C1-C6-alkyl and C1-C6-haloalkyl are each optionally substituted by 1 to 3 R 7Sa substituents,

[1222] and

[1223] wherein C3-C8-cycloalkyl is each optionally substituted by 1 to 3 R 7Sc substituents, wherein

[1224] R 7Sa is independently cyano, hydroxy, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or 3- to 7-membered heterocyclic group,

[1225] R 7Sc is independently halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3- to 7-membered heterocyclic group,

[1226] or

[1227] Two Rs bonded to the same carbon atom 7Sc The substituents C1-C6-alkyl together form a C3-C8-cycloalkyl-ring,

[1228] Q is C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group,

[1229] wherein the C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group is optionally substituted by 1 to 5 substituents Q S substituted,

[1230] wherein

[1231] Q S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -O-C(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 and -N(R 43 )2,

[1232] wherein

[1233] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are each optionally substituted by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[1234] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group and 5- to 14-membered heteroaryl are each optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[1235] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are further optionally substituted by two substituents which together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[1236] and, wherein

[1237] R 33 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy,

[1238] R 34 、R 35 、R 36 、R 37 、R 38 、R 39 、R40 , R 41 and R 42 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy,

[1239] wherein

[1240] the C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy are each optionally substituted by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[1241] and, wherein

[1242] R 43 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl or C3-C8-cycloalkyl,

[1243] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl and C2-C6-haloalkenyl are each optionally substituted by 1 to 3 substituents independently selected from: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[1244] wherein the C3-C8-cycloalkyl is each optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic group,

[1245] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are further optionally substituted by two substituents which together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[1246] W is hydrogen, tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl.

[1247] The present invention also relates to a compound of formula (4):

[1248]

[1249] wherein

[1250] A 1 is N or CR 8 ,

[1251] wherein R 8 is hydrogen or halogen,

[1252] m is 1 or 2,

[1253] R 3 and R 4 are independently hydrogen, halogen, cyano, hydroxy, formyl, carboxy, C1-C6-alkyl

[1254] group, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclic group or -O-Si(C1-C6-alkyl)3,

[1255] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[1256] and

[1257] wherein the C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl and 3- to 14-membered heterocyclic group are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic group,

[1258] or

[1259] R 3 and R 4 together with the carbon atom to which they are attached form a carbonyl group, a methylene group, a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclic ring,

[1260] wherein the C3-C8-cycloalkyl and the 3- to 7-membered heterocyclic group are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and a 3- to 7-membered heterocyclic group,

[1261] R 5 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl or -O-Si(C1-C6-alkyl)3,

[1262] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and a 3- to 7-membered heterocyclic group, and

[1263] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and a 3- to 7-membered heterocyclic group,

[1264] or

[1265] R 3 together with R 5 or R 4 together with R 5 together with the carbon atom to which they are attached form

[1266] C3-C8-cycloalkyl

[1267] L is a direct bond, carbonyl, C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene-, -C1-C6-alkylene-C(=O)-, -NR L1 -, -NR L2 (C=O)-, -C(=O)NR L3 -, -NR L4 S(=O)2-, -S(=O)2NR L5 -, -C(=NOR L6 )-, -C(=N-N(R L7 )2)-, -C(=NR L8 )- or a group of the following formula:

[1268]

[1269] wherein

[1270] the C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene- and -C1-C6-alkylene-C(=O)- are optionally substituted by 1 to 3 substituents L SA substituted,

[1271] # is the point of attachment to the heterocyclic group

[1272] ## is the point of attachment to R 6 connected,

[1273] L 1 is a direct bond or C1-C6-alkylene,

[1274] L 2 is a direct bond or C1-C6-alkylene,

[1275] E is C3-C8-cycloalkyl, C3-C8-cycloalkenyl or a 3- to 7-membered heterocyclic group,

[1276] wherein the C3-C8-cycloalkyl, C3-C8-cycloalkenyl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[1277] R L1 、R L2 、R L3 and R L4 are independently hydrogen or C1-C6-alkyl,

[1278] R L5 、RL6 , R L7 and R L8 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[1279] L SA is independently halogen, cyano, hydroxy, carboxy, methylene, halomethylene, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1280] or

[1281] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[1282] L Sc is independently halogen, cyano, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1283] and / or

[1284] two L Sc substituents together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[1285] R 6 is C3-C 12 -carbocyclic group, C6-C 14 -aryl, a 3- to 14-membered heterocyclic group, a 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, a 5- to 14-membered heteroaryloxy, a 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclic thio, C6-C 14 -aryl thio, a 5- to 14-membered heteroaryl thio, a 3- to 14-membered heterocyclic thio, C3-C 12 -carbocyclic sulfinyl, C6-C 14 -aryl sulfinyl, a 5- to 14-membered heteroaryl sulfinyl, a 3- to 14-membered heterocyclic sulfinyl, C3-C 12 -carbocyclic sulfonyl, C6-C 14-aryl sulfonyl, 5- to 14-membered heteroaryl sulfonyl, 3- to 14-membered heterocyclic sulfonyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl or C1-C3-alkylsulfonyl,

[1286] wherein the C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl and C1-C3-alkylsulfonyl are substituted by 1 substituent selected from: C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic and 5- to 14-membered heteroaryl,

[1287] wherein the C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic

[1288] and 5- to 14-membered heteroaryl are each optionally substituted by 1 to 4 R 6S substituents, wherein the C3-C 12 -carbocyclic, C6-C 14 -aryl, 3- to 14-membered heterocyclic, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclicthio, C6-C 14 -arylthio, 5- to 14-membered heteroarylthio, 3- to 14-membered heterocyclicthio, C3-C 12 -carbocyclicsulfinyl, C6-C 14 -arylsulfinyl, 5- to 14-membered heteroarylsulfinyl, 3- to 14-membered heterocyclicsulfinyl, C3-C 12 -carbocyclicsulfonyl, C6-C 14 -arylsulfonyl, 5- to 14-membered heteroarylsulfonyl and 3- to 14-membered heterocyclicsulfonyl are each optionally substituted by 1 to 4 R 6S substituents,

[1289] wherein

[1290] R 6SSelected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halo-methylene, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 15 )2, -O(C=O)R 16 , -C(=O)R 16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3,

[1291] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted by 1 to 3 substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1292] or

[1293] Two substituents C1-C6-alkyl form a C3-C8-cycloalkyl-ring with the same carbon atom to which they are attached,

[1294] and

[1295] wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1296] and, wherein

[1297] R 15 is independently hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[1298] wherein, the C1-C6-alkyl is optionally substituted in turn by 1 to 3 substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group, and

[1299] wherein, the C3-C8-cycloalkyl is optionally substituted by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1300] R 16 、R 17 、R 18 and R 19 are independently hydrogen, C1-C6-alkyl or C1-C6-haloalkyl,

[1301] wherein the C1-C6-alkyl or C1-C6-haloalkyl is further optionally substituted by 1 to 3 substituents independently selected from the following: cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1302] R 7 is hydrogen, halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 )、-C(=O)N(R 26 )2、-S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[1303] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa Substituents, among which, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -Aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group are optionally substituted by 1 to 3 R 7Sc Substituents,

[1304] And, among which

[1305] R 20 Is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[1306] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are optionally substituted by 1 to 3 substituents R 7Sa Substituted,

[1307] And

[1308] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are optionally substituted by 1 to 3 substituents R 7ScSubstituted,

[1309] R 21 and R 22 independently are hydroxyl, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[1310] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are optionally substituted by 1 to 3 R 7Sa substituents,

[1311] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 independently are hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[1312] wherein the C1-C6-alkyl and C1-C6-haloalkyl are optionally substituted by 1 to 3 R 7Sa substituents,

[1313] and

[1314] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 R 7Sc substituents,

[1315] wherein

[1316] R 7Sa independently are cyano, hydroxyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or 3- to 7-membered heterocyclic group,

[1317] R 7Sc independently are halogen, cyano, nitro, hydroxyl, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or 3- to 7-membered heterocyclic group,

[1318] or

[1319] Two Rs bonded to the same carbon atom 7Sc The substituents C1-C6-alkyl together form a C3-C8-cycloalkyl-ring,

[1320] R 8 is hydrogen or halogen,

[1321] Q is C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group,

[1322] wherein the C6-C 14 -aryl, C3-C 12 -carbocyclic group, 3- to 14-membered heterocyclic group or 5- to 14-membered heteroaryl group is optionally substituted by 1 to 5 substituents Q S substituted, wherein

[1323] Q S is independently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, formyl, carboxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group, C6-C 14 -aryl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -O-C(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 and -N(R 43 )2,

[1324] wherein

[1325] The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic groups,

[1326] The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclic group and 5- to 14-membered heteroaryl are each optionally substituted, independently of one another, by 1 to 3 substituents selected from the group consisting of halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl and 3- to 7-membered heterocyclic groups,

[1327] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are further optionally substituted by two substituents which, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl,

[1328] and wherein

[1329] R 34 、R 35 、R 36 、R 37 、R 38 、R 39 、R 40 、R 41 and R 42 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxy,

[1330] wherein

[1331] the C1-C6-alkyl, C1-C6-haloalkyl and C1-C6-alkoxy are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1332] and, wherein

[1333] R 43 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl or C3-C8-cycloalkyl,

[1334] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl and C2-C6-haloalkenyl are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of: cyano, amino, nitro, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1335] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents selected from the group consisting of: halogen, cyano, amino, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclic group,

[1336] wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group are each independently optionally substituted by two substituents which together with the carbon atom to which they are attached form a C3-C8-cycloalkyl,

[1337] W represents hydrogen, tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl. The present invention also relates to compounds of formula (6a) and (6b):

[1338]

[1339] wherein

[1340] A 1 is N or CR 8 ,

[1341] wherein

[1342] R 8 is hydrogen, halogen, cyano or C1-C4-alkyl,

[1343] m is 1 or 2,

[1344] R 3 and R 4 are independently hydrogen, halogen, cyano, hydroxy, formyl, carboxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclic or -O-Si(C1-C6-alkyl)3, where C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic, and

[1345] wherein C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl and 3- to 14-membered heterocyclic are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic,

[1346] or

[1347] R 3 and R 4 together with the carbon atom to which they are attached form a carbonyl, methylene, C3-C8-cycloalkyl-ring or 3- to 7-membered heterocyclic-ring,

[1348] Among them, the C3-C8-cycloalkyl-ring and the 3- to 7-membered heterocyclic-ring are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1349] R 5 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl, or -O-Si(C1-C6-alkyl)3,

[1350] wherein the C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group, and

[1351] wherein the C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1352] or

[1353] R 3 and R 5 or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[1354] L is a direct bond, carbonyl, C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene-, -C1-C6-alkylene-C(=O)-, -NR L1 -, -NRL2 (C=O)-, -C(=O)NR L3 -, -NR L4 S(=O)2-, -S(=O)2NR L5 -, -C(=NOR L6 )-, -C(=N-N(R L7 )2)-, -C(=NR L8 )- or a group of the following formula:

[1355]

[1356] wherein

[1357] the C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene- and -C1-C6-alkylene-C(=O)- are optionally substituted by 1 to 3 substituents L SA substituted,

[1358] # is the point of attachment to the heterocyclic group-group,

[1359] ## is the point of attachment to R 6 connected,

[1360] L 1 is a direct bond or C1-C6-alkylene,

[1361] L 2 is a direct bond or C1-C6-alkylene,

[1362] E is C3-C8-cycloalkyl, C3-C8-cycloalkenyl or a 3- to 7-membered heterocyclic group,

[1363] wherein the C3-C8-cycloalkyl, C3-C8-cycloalkenyl and 3- to 7-membered heterocyclic group are each optionally substituted by 1 to 3 substituents L SC substituted,

[1364] R L1 、R L2 、R L3 and R L4 are independently hydrogen or C1-C6-alkyl,

[1365] R L5 、R L6 、R L7 and R L8 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C2-C6-alkenyl,

[1366] wherein

[1367] L SAindependently a halogen, cyano, hydroxy, carboxy, methylene, halo-methylene, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1368] and / or

[1369] two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring or a 3- to 7-membered heterocyclic-ring,

[1370] L SC independently a halogen, cyano, nitro, hydroxy, formyl, carboxy, oxo, methylene, halo-methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1371] and / or

[1372] two L SC substituents together with the carbon atom to which they are attached form a C3-C8-cyclo

[1373] alkyl-ring,

[1374] R 6 is C3-C 12 -carbocyclic group, C6-C 14 -aryl, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl, C3-C 12 -carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy, C3-C 12 -carbocyclic thio, C6-C 14 -aryl thio, 5- to 14-membered heteroaryl thio, 3- to 14-membered heterocyclic thio, C3-C 12 -carbocyclic sulfinyl, C6-C 14 -aryl sulfinyl, 5- to 14-membered heteroaryl sulfinyl, 3- to 14-membered heterocyclic sulfinyl, C3-C 12 -carbocyclic sulfonyl, C6-C 14 -aryl sulfonyl, 5- to 14-membered heteroaryl sulfonyl, 3- to 14-membered heterocyclic sulfonyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl or C1-C3-alkylsulfonyl,

[1375] Among them, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-alkylsulfinyl and C1-C3-alkylsulfonyl are each substituted by 1 substituent selected from the following: C3-C 12 -carbocyclic group, C6-C 14 -aryl group, 3- to 14-membered heterocyclic group and 5- to 14-membered heteroaryl group,

[1376] Among them, the C3-C 12 -carbocyclic group, C6-C 14 -aryl group, 3- to 14-membered heterocyclic group

[1377] and 5- to 14-membered heteroaryl group are each optionally substituted by 1 to 4 R 6S substituents, among which, C3-C 12 -carbocyclic group, C6-C 14 -aryl group, 3- to 14-membered heterocyclic group, 5- to 14-membered heteroaryl group, C3-C 12 -carbocyclic oxy group, C6-C 14 -aryloxy group, 5- to 14-membered heteroaryloxy group, 3- to 14-membered heterocyclic oxy group, C3-C 12 -carbocyclic thio group, C6-C 14 -arylthio group, 5- to 14-membered heteroarylthio group, 3- to 14-membered heterocyclic thio group, C3-C 12 -carbocyclic sulfinyl group, C6-C 14 -arylsulfinyl group, 5- to 14-membered heteroarylsulfinyl group, 3- to 14-membered heterocyclic sulfinyl group, C3-C 12 -carbocyclic sulfonyl group, C6-C 14 -arylsulfonyl group, 5- to 14-membered heteroarylsulfonyl group and 3- to 14-membered heterocyclic sulfonyl group are each optionally substituted by 1 to 4 R 6S substituents,

[1378] Among them

[1379] R 6Sindependently selected from the following: halogen, cyano, isocyano, nitro, hydroxy, mercapto, pentafluorothio, oxo, methylene, halomethylene, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, -N(R 15 )2, -O(C=O)R 16 , -C(=O)R 16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3,

[1380] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are further optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1381] or

[1382] Two substituents C1-C6-alkyl form a C3-C8-cycloalkyl-ring with the same carbon atom to which they are attached,

[1383] and

[1384] wherein, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are further optionally substituted by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1385] and, wherein

[1386] R 15 is independently hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl,

[1387] wherein, the C1-C6-alkyl is optionally substituted in turn by 1 to 3 substituents independently selected from the following: halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclic group,

[1388] and

[1389] wherein, the C3-C8-cycloalkyl is optionally substituted in turn by 1 to 4 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, carboxyl, oxo, methylene, halomethylene, C1-C6-alkyl,

[1390] C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl and C3-C8-halocycloalkyl,

[1391] R 16 、R 17 、R 18 and R 19 are independently hydrogen, C1-C6-alkyl or C1-C6-haloalkyl,

[1392] wherein the C1-C6-alkyl and C1-C6-haloalkyl are each independently optionally substituted by 1 to 3 substituents selected from the group consisting of halogen, cyano, hydroxy, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclic group,

[1393] R 7 is hydrogen, halogen, cyano, isocyano, hydroxy, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C8-cycloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2 or -S(=O)(=NR 28 )R 29 ,

[1394] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkenylthio, C2-C6-alkynylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3 and -Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 R 7Sa Substituents, among which, C3-C8-cycloalkylthio, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclic group, C3-C8-cycloalkoxy, C6-C 14 -Aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclic oxy group are optionally substituted by 1 to 3 R 7Sc Substituents,

[1395] And, among which

[1396] R 20 Independently is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl or 3- to 7-membered heterocyclic group,

[1397] Among them, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are optionally substituted by 1 to 3 substituents R 7Sa Substituted,

[1398] And

[1399] Among them, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclic group are optionally substituted by 1 to 3 substituents R7Sc substituted

[1400] R 21 and R 22 are independently hydroxy, amino, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino or di-(C1-C6-alkyl)amino,

[1401] wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino and di-(C1-C6-alkyl)amino are each optionally substituted by 1 to 3 R 7Sa substituents,

[1402] R 23 、R 24 、R 25 、R 26 、R 27 、R 28 and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl and C3-C8-cycloalkyl,

[1403] wherein the C1-C6-alkyl and C1-C6-haloalkyl are each optionally substituted by 1 to 3 R 7Sa substituents,

[1404] and

[1405] wherein the C3-C8-cycloalkyl is each optionally substituted by 1 to 3 R 7Sc substituents,

[1406] wherein

[1407] R 7Sa are independently cyano, hydroxy, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl or a 3- to 7-membered heterocyclic group,

[1408] R 7Sc are independently halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, halomethylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 or a 3- to 7-membered heterocyclic group,

[1409] or

[1410] Two Rs bonded to the same carbon atom 7Sc The substituents C1-C6-alkyl together form a C3-C8-cycloalkyl-ring,

[1411] W is hydrogen, tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl,

[1412] X is halogen.

[1413] The present invention also relates to compounds of formula (6a) and (6b):

[1414]

[1415] wherein

[1416] A 1 is N or CR 8 ,

[1417] wherein R 8 is hydrogen or halogen,

[1418] m is 1 or 2,

[1419] R 3 and R 4 independently are hydrogen, halogen, cyano, hydroxy, formyl, carboxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclic or -O-Si(C1-C6-alkyl)3,

[1420] wherein, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl and -O-Si(C1-C6-alkyl)3 are optionally substituted by 1 to 3 substituents independently selected from: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3 and 3- to 7-membered heterocyclic,

[1421] and

[1422] wherein, C3-C8-cycloalkyl, C6-C 14-aryl, 5- to 14-membered heteroaryl, and 3- to 14-membered heterocyclic group are optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1423] or

[1424] R 3 and R 4 together with the carbon atom to which they are attached form a carbonyl, methylene, C3-C8-cycloalkyl-ring or 3- to 7-membered heterocyclic-ring,

[1425] wherein, C3-C8-cycloalkyl and 3- to 7-membered heterocyclic group are optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1426] R 5 is hydrogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl or -O-Si(C1-C6-alkyl)3,

[1427] wherein, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and -O-Si(C1-C6-alkyl)3 are optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, amino, nitro, hydroxy, formyl, carboxy, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group, and

[1428] Wherein, the C3-C8-cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from the following: halogen, cyano, nitro, hydroxy, formyl, oxo, methylene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclic group,

[1429] or

[1430] R 3 and R 5 or R 4 and R 5 together with the carbon atom to which they are attached form a C3-C8-cycloalkyl-ring,

[1431] L is a direct bond, carbonyl, C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6-alkylene-, -C1-C6-alkylene-C(=O)-, -NR L1 -, -NR L2 (C=O)-, -C(=O)NR L3 -, -NR L4 S(=O)2-, -S(=O)2NR L5 -, -C(=NOR L6 )-, -C(=N-N(R L7 )2)-, -C(=NR L8 )- or a group of the following formula:

[1432]

[1433] wherein

[1434] the C1-C6-alkylene, C2-C6-alkenylene, C2-C6-alkynylene, -C(=O)-C1-C6--alkylene- and -C1-C6-alkylene-C(=O)- are optionally substituted with 1 to 3 substituents L SA substituted,

[1435] # is the point of attachment to the heterocyclic group-group,

[1436] ## is the point of attachment to R 6 connected,

[1437] L 1 i...

Claims

1. A compound of formula (I), and its salts, hydrates and solvates thereof wherein A 1 is CR 8 , wherein R 8 is hydrogen, A 2 is O, C(=O) or CR 2A R R2B , wherein R 2A and R 2B are independently hydrogen, m is 1, T is hydrogen, R 3 and R 4 independently is hydrogen, fluorine, or C1-C4-alkyl, R 5 is hydrogen, L is a direct bond, methylene or ethylene, Among them, The methylene and ethylene groups are optionally substituted by 1 or 2 substituents L SA wherein L SA independently fluorine, or Two substituents L bonded to the same carbon atom SA together with the carbon atom to which they are attached form a cyclopropyl-ring or a cyclobutyl-ring, R 6 is indanyl, phenyl, dihydrobenzodioxanyl or thienyl, wherein indanyl, phenyl, dihydrobenzodioxanyl and thienyl are optionally substituted with 1 or 2 R 6S substituents, wherein R 6S independently selected from the following: fluorine, chlorine, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, C2-C4-alkynyl, cyclopropyl and cyclobutyl, wherein the C2-C4-alkynyl is optionally substituted by one substituent -Si(CH3)3, R 7 is methyl, methylthio or cyclopropyl, Q is phenyl, wherein the phenyl group is substituted by 1 or 2 substituents Q S and the Q S is independently selected from the following: halogen, nitro, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkynyl, cyclopropyl and cyclobutyl.

2. A composition for controlling phytopathogenic harmful fungi, which comprises at least one compound of formula (I) according to claim 1 and at least one carrier and / or surfactant.

3. A method for controlling phytopathogenic harmful fungi in crop protection and material protection, characterized in that, Applying at least one compound of formula (I) according to claim 1 and / or the composition according to claim 2 to phytopathogenic harmful fungi and / or their habitats.

4. Use of one or more compounds of formula (I) according to claim 1 and / or a composition according to claim 2 for controlling phytopathogenic harmful fungi in crop protection and material protection.

5. A method for preparing a compound of formula (I-a-1), the method comprising reacting a compound of formula (1) with a compound of formula (2) to obtain a compound of formula (3), removing the phthalimide group in formula (3) to obtain a compound of formula (4), and then cyclizing, when W is hydrogen, directly obtaining the compound of formula (I-a-1) by treating the compound of formula (4) with a dehydrating agent, optionally in the presence of a base, or when W is an amino protecting group selected from tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl, treating the compound of formula (4) with a dehydrating agent, optionally in the presence of a base, and then performing a deprotection step to obtain the compound of formula (I-a-1), Among them, A in formula (I-a-1) 1 , Q, L, R 3 , R 4 , R 5 , R 6 and R 7 as defined in claim 1, and A 2 is O, T is hydrogen, m is 1, wherein, A in formula (1) 1 , Q and R 7 are defined as described above, and U 1 is hydroxy, halogen or C1-C6-alkoxy, wherein, m, L, and R in formula (2) 3 , R 4 , R 5 and R 6 are defined as described above, and W is hydrogen, an amino protecting group selected from tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl, Among them, m and A in formula (3) 1 , Q, L, W, R 3 , R 4 , R 5 , R 6 and R 7 are defined as described above. Among them, m and A in formula (4) 1 , Q, L, W, R 3 , R 4 , R 5 , R 6 and R 7 are defined as described above.

6. A method for preparing a compound of formula (I-a-1), the method comprising first reacting a compound of formula (5) with a compound of formula (2) to obtain a compound of formula (6a), removing the phthalimide group in formula (6a), cyclizing the resulting amine to obtain a compound of formula (7), and reacting the compound of formula (7) with a compound of formula (8) in the presence of a base and optionally in the presence of a suitable copper salt or complex to obtain the compound of formula (I-a-1), Among them, A in formula (I-a-1) 1 , Q, L, R 3 , R 4 , R 5 , R 6 and R 7 as defined in claim 1, and A 2 is O, T is hydrogen, m is 1, wherein, A in formula (5) 1 and R 7 are defined as described above, and X is halogen, U 1 is hydroxy, halogen or C1-C6-alkoxy, wherein, m, L, and R in formula (2) 3 , R 4 , R 5 and R 6 are defined as described above, and W is hydrogen, an amino protecting group selected from tert-butoxycarbonyl, benzyl, allyl or (4-methoxyphenyl)methyl, wherein, m, A in formula (6a) 1 , L, W, X, R 3 , R 4 , R 5 and R 6 are defined as described above Among them, m and A in formula (7) 1 、A 2 、L, W, X, R 3 、R 4 、R 5 、R 6 and R 7 are defined as described above. wherein Q in formula (8) is as defined above.

7. The method according to claim 6, wherein X is bromine.

8. A compound of formula (4) wherein m, A 1 , L, Q, R 3 , R 4 , R 5 , R 6 and R 7 each has the meaning according to claim 1, W has the meaning according to claim 5.

9. A compound of formula (7) wherein m, A 1 , L, R 3 , R 4 , R 5 , R 6 and R 7 Each has the meaning according to claim 1, and W has the meaning according to claim 6.

Citation Information

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