Compounds containing thujopsane fragments and their use, pesticides for controlling nematodes and fungi, methods for controlling nematodes and fungi

Abstract

The present application relates to the field of new pesticide compounds, and discloses a compound containing a thujene fragment, application of the compound, a pesticide for controlling nematodes and / or fungi, and a method for controlling nematodes and / or fungi.The compound has a structure shown in formula (I). The compound containing the thujene fragment provided by the present application has excellent biological activity on at least one plant parasitic nematode and / or fungus in a low dose.

Description

Technical Field

[0001] This invention relates to the field of novel pesticide compounds, specifically to compounds containing tuyere fragments and their applications, pesticides for controlling nematodes and fungi, and methods for controlling nematodes and fungi. Background Technology

[0002] In agricultural and horticultural crop production, nematodes can cause serious damage to plant roots, leading to significant losses of agricultural products and cash crops.

[0003] Therefore, there is a need to develop nematicides that are highly active, require low dosage, and are environmentally friendly to control nematode damage.

[0004] Currently, there are literature reports on the use of carboxylamide derivatives for the control of nematode diseases, such as WO2007 / 108483A1, WO2014 / 177582A1, WO2013 / 076230A1, and WO2015 / 007626A1, which all involve arylformamides and heteroarylformamides, showing good activity in killing pests, especially nematodes.

[0005] However, there are still relatively few pesticides available for controlling nematodes, and most traditional nematicides are highly toxic to humans and the environment. There is an urgent need to develop new and highly effective nematicides for the prevention and control of nematode diseases.

[0006] In addition, plant pathogenic fungi are a major factor harming agricultural and horticultural crops. Infections by pathogenic fungi and nematodes can lead to a decline in crop quality and yield, causing huge economic losses to producers. Currently, there are few agents that can simultaneously control plant pathogenic fungi and nematodes; therefore, it is necessary to develop new agents to solve this problem. Summary of the Invention

[0007] One of the objectives of this invention is to provide a new compound capable of controlling plant parasitic nematodes.

[0008] The second objective of this invention is to provide a new compound capable of fighting fungi.

[0009] A third objective of this invention is to provide a novel compound that simultaneously controls plant parasitic nematodes and fights fungi.

[0010] To achieve the above objectives, a first aspect of the present invention provides a compound containing a tuftene fragment, the compound having the structure shown in formula (I):

[0011]

[0012] In equation (I),

[0013] In equation (I),

[0014] R 1 R 2 R 3 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, -OR 8 , or R 3 Does not exist; R 8 It is a phenyl group or a phenyl group substituted with at least one halogen; and R 1 R 2 R 3 Not both H;

[0015] R 4 and R 5 Each is independently selected from H, halogen, C 1-6 Alkyl groups;

[0016] X7 is CH or N;

[0017] A is a group represented by formula (I-1), formula (I-2), or formula (I-3); in formula (I-1), formula (I-2), and formula (I-3), X1, X2, and X3 are each independently CH or N; X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; X8 and X9 are independently S or O; n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, and are independently selected from halogens, C 1-6 alkyl, C 1-6 alkoxy groups, C groups substituted with at least one halogen 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0018] R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups;

[0019] R 7 Selected from H, C 1-6 Alkyl groups.

[0020] A second aspect of the invention provides the use of the compounds containing the tuyere fragment described in the first aspect in the control of nematodes and / or antifungal activity.

[0021] A third aspect of the present invention provides a pesticide for controlling nematodes and / or resisting fungi, the pesticide containing an effective amount of an active ingredient for controlling nematodes and / or resisting fungi, said active ingredient comprising at least one of the compounds containing a dendrite fragment described in the first aspect.

[0022] A fourth aspect of the present invention provides a method for controlling nematodes and / or resisting fungi, the method comprising: applying a pesticide for controlling nematodes and / or resisting fungi to a crop, wherein the pesticide for controlling nematodes and / or resisting fungi is the pesticide for controlling nematodes and / or resisting fungi described in the third aspect of the present invention.

[0023] The compounds containing tuyere fragments provided by this invention exhibit excellent inhibitory activity against plant parasitic nematodes at low doses (below 50 mg / L, below 6.25 mg / L, or even lower concentrations).

[0024] For example, at a concentration of 50 mg / L, at least some of the compounds of the present invention showed a mortality rate of >80% for second-instar southern root-knot nematodes after treatment for 48 hours; further screening revealed that the compounds of the present invention still exhibited >80% control efficacy against second-instar southern root-knot nematodes at concentrations of 6.25 mg / L or even lower, demonstrating excellent nematicidal activity.

[0025] For example, at least some of the compounds containing tubene fragments provided by this invention can exhibit excellent inhibitory activity against diseases such as wheat stem rot, wheat scab, cucumber gray mold, and rapeseed sclerotia at low doses (below 25 mg / L, 6.25 mg / L, or even lower concentrations).

[0026] For example, at least some of the compounds of the present invention exhibited >80% control efficacy against wheat stem rot fungus, wheat scab fungus, cucumber gray mold fungus, and rapeseed sclerotinia at a concentration of 25 mg / L; after rescreening, it was found that the compounds of the present invention still exhibited >80% control efficacy against wheat stem rot fungus, wheat scab fungus, cucumber gray mold fungus, and rapeseed sclerotinia at concentrations of 6.25 mg / L or even lower, demonstrating excellent fungicidal activity. Detailed Implementation

[0027] The endpoints and any values ​​of the ranges disclosed herein are not limited to the precise ranges or values, and these ranges or values ​​should be understood to include values ​​close to these ranges or values. For numerical ranges, the endpoint values ​​of the various ranges, the endpoint values ​​of the various ranges and individual point values, and individual point values ​​can be combined with each other to obtain one or more new numerical ranges, which should be considered as specifically disclosed herein.

[0028] The following section will first explain some of the terms used in this invention.

[0029] The dashed lines in the structural formula indicate that formula (I) can be connected to any position on the six-membered ring of formula (I-1), or formula (I) can be connected to any position on the five-membered ring of formula (I-2).

[0030] The halogens described in this invention include fluorine, chlorine, bromine, and iodine.

[0031] The "phenyl substituted with at least one halogen" in this invention means that at least one H atom on the phenyl group is substituted with a halogen.

[0032] The "C" described in this invention 1-6 "Alkyl" refers to alkyl groups with a total number of carbon atoms of 1-6 (e.g., 1, 2, 3, 4, 5, 6), including straight-chain alkyl and branched-chain alkyl groups, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, etc. Regarding "C 1-4 "alkyl" has a similar definition, only the total number of carbon atoms is different.

[0033] The present invention describes "C substituted by at least one halogen" 1-6 "alkyl" indicates C 1-6 At least one H atom on the alkyl group is replaced by a halogen, C 1-6 The alkyl group is the same as defined above. This refers to "C643 ... 1-4 "alkyl" has a similar definition, only the total number of carbon atoms is different.

[0034] "C substituted by at least one halogen" 1-6 "alkoxy group" indicates C 1-6 At least one H atom on the alkoxy group is replaced by a halogen. C 1-6 The alkoxy group refers to a straight-chain or branched alkoxy group with a total of 1-6 carbon atoms. For example, the number of carbon atoms can be 1, 2, 3, 4, 5, or 6, including but not limited to methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, n-pentoxy, isopentoxy, and n-hexyloxy. This refers to "C atoms substituted with at least one halogen..." 1-4 The alkoxy group has a similar definition, only the total number of carbon atoms is different.

[0035] As previously stated, a first aspect of the present invention provides a compound containing a tuftene fragment having the structure shown in formula (I):

[0036]

[0037] In equation (I),

[0038] R 1 R 2 R3 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, -OR 8 , or R 3 Does not exist; R 8 It is a phenyl group or a phenyl group substituted with at least one halogen; and R 1 R 2 R 3 Not both H;

[0039] R 4 and R 5 Each is independently selected from H, halogen, C 1-6 Alkyl groups;

[0040] X7 is CH or N;

[0041] A is a group represented by formula (I-1), formula (I-2), or formula (I-3); in formula (I-1), formula (I-2), and formula (I-3), X1, X2, and X3 are each independently CH or N; X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; X8 and X9 are independently S or O; n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, and are independently selected from halogens, C 1-6 alkyl, C 1-6 alkoxy groups, C groups substituted with at least one halogen 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0042] R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups;

[0043] R 7 Selected from H, C 1-6 Alkyl groups.

[0044] According to a preferred embodiment (hereinafter referred to as preferred embodiment 1), the compound has the structure shown in formula (I):

[0045]

[0046] In equation (I),

[0047] R 1 R 2 R 3 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, -OR 8 , or R 3 Does not exist; R 8 It is a phenyl group or a phenyl group substituted with at least one halogen; and R 1 R 2 R 3 Not both H;

[0048] R 4 and R 5 Each is independently selected from H, halogen, C 1-6 Alkyl groups;

[0049] X7 is C;

[0050] A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; the n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from halogens, C 1-6 alkyl, C 1-6 alkoxy groups, C groups substituted with at least one halogen 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0051] R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups;

[0052] R 7 Selected from H, C 1-6 Alkyl groups.

[0053] In the preferred embodiment 1, more preferably, R 3 It does not exist and X7 is CH.

[0054] In the preferred embodiment 1, and more preferably, in formula (I),

[0055] R1 R 2 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, -OR 8 ;R 8 It is a phenyl group or a phenyl group substituted with at least one halogen; and R 1 R 2 Not both H;

[0056] R 4 and R 5 Each is independently selected from H, halogen, C 1-6 Alkyl groups;

[0057] R 3 It does not exist and X7 is CH;

[0058] A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; the n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from halogens, C 1-6 alkyl, C 1-6 alkoxy groups, C groups substituted with at least one halogen 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0059] R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups;

[0060] R 7 Selected from H, C 1-6 Alkyl groups.

[0061] According to a preferred embodiment (hereinafter referred to as preferred embodiment 2), in formula (I),

[0062] R 1 R 2 R 3 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-4 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, -OR8 , or R 3 Does not exist; R 8 It is a phenyl group or a phenyl group substituted with at least one halogen; and R 1 R 2 R 3 Not both H;

[0063] R 4 and R 5 Each is independently selected from H, halogen, C 1-4 Alkyl groups;

[0064] X7 is CH or N;

[0065] A is a group represented by formula (I-1), formula (I-2), or formula (I-3); in formula (I-1), formula (I-2), and formula (I-3), X1, X2, and X3 are each independently CH or N; X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; X8 and X9 are independently S or O; n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, and are independently selected from halogens, C 1-4 alkyl, C 1-4 alkoxy groups, C groups substituted with at least one halogen 1-4 Alkyl groups, C substituted with at least one halogen 1-4 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0066] R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups;

[0067] R 7 Selected from H, C 1-6 Alkyl groups.

[0068] In the preferred embodiment 2, more preferably, in formula (I),

[0069] R 1 R 2 R 3 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-4 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, -OR 8 , or R 3 Does not exist; R8 It is a phenyl group or a phenyl group substituted with at least one halogen; and R 1 R 2 R 3 Not both H;

[0070] R 4 and R 5 Each is independently selected from H, halogen, C 1-4 Alkyl groups;

[0071] X7 is C;

[0072] A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; the n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from halogens, C 1-4 alkyl, C 1-4 alkoxy groups, C groups substituted with at least one halogen 1-4 Alkyl groups, C substituted with at least one halogen 1-4 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0073] R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups;

[0074] R 7 Selected from H, C 1-6 Alkyl groups.

[0075] In the preferred embodiment 2, further preferably, R 3 It does not exist and X7 is CH.

[0076] In the preferred embodiment 2, particularly preferably, in formula (I),

[0077] R 1 R 2 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-4 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, -OR 8 ;R 8 It is a phenyl group or a phenyl group substituted with at least one halogen; and R 1 R 2 Not both H;

[0078] R 4 and R 5 Each is independently selected from H, halogen, C 1-4 Alkyl groups;

[0079] R 3 It does not exist and X7 is CH;

[0080] A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; the n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from halogens, C 1-4 alkyl, C 1-4 alkoxy groups, C groups substituted with at least one halogen 1-4 Alkyl groups, C substituted with at least one halogen 1-4 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0081] R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups;

[0082] R 7 Selected from H, C 1-6 Alkyl groups.

[0083] According to a preferred embodiment (hereinafter referred to as preferred embodiment 3), in formula (I),

[0084] R 1 R 2 R 3 Each is independently selected from H, fluorine, chlorine, bromine, iodine, trifluoromethyl, trifluoromethoxy, and -OR. 8 , or R 3 Does not exist; R 8 It is a phenyl group substituted with at least one halogen selected from fluorine, chlorine, bromine, and iodine; and R 1 R 2 R 3 Not both H;

[0085] R 4 and R 5 Each is independently selected from H, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, and tert-butyl;

[0086] X7 is CH or N;

[0087] A is a group represented by formula (I-1), formula (I-2), or formula (I-3); in formula (I-1), formula (I-2), and formula (I-3), X1, X2, and X3 are each independently CH or N; X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; X8 and X9 are independently S or O; n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, and are independently selected from fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, tert-butylthio, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, difluoromethylthio, trifluoromethylthio, nitro, cyano, -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0088] R 6 Selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, difluoromethyl, trifluoromethyl, difluoromethoxy, and trifluoromethoxy.

[0089] X7 is CH or N.

[0090] In the preferred embodiment 3, more preferably, R 7 Selected from H, C 1-6 Alkyl groups.

[0091] In the preferred embodiment 3, more preferably, in formula (I),

[0092] R 1 R 2 R 3 Each is independently selected from H, fluorine, chlorine, bromine, iodine, trifluoromethyl, trifluoromethoxy, and -OR. 8 , or R 3 Does not exist; R 8 It is a phenyl group substituted with at least one halogen selected from fluorine, chlorine, bromine, and iodine; and R 1 R 2 R 3 Not both H;

[0093] R 4 and R 5Each is independently selected from H, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, and tert-butyl;

[0094] X7 is C;

[0095] A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, tert-butylthio, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, difluoromethylthio, trifluoromethylthio, nitro, cyano, -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0096] R 6 Selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, difluoromethyl, trifluoromethyl, difluoromethoxy, and trifluoromethoxy.

[0097] R 7 Selected from H, C 1-6 Alkyl groups.

[0098] In the preferred embodiment 3, further preferably, R 3 It does not exist and X7 is CH.

[0099] In the preferred embodiment 3, and even more preferably, in formula (I),

[0100] R 1 R 2 Each is independently selected from H, fluorine, chlorine, bromine, iodine, trifluoromethyl, trifluoromethoxy, and -OR. 8 ;R 8 It is a phenyl group substituted with at least one halogen selected from fluorine, chlorine, bromine, and iodine; and R 1 R 2 Not both H;

[0101] R 4 and R 5 Each is independently selected from H, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, and tert-butyl;

[0102] R3 It does not exist and X7 is CH;

[0103] A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, tert-butylthio, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, difluoromethylthio, trifluoromethylthio, nitro, cyano, -S(O)-R 6 -S(O)2-R 6 At least one of them;

[0104] R 6 Selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, difluoromethyl, trifluoromethyl, difluoromethoxy, and trifluoromethoxy.

[0105] In the preferred embodiment 3, particularly preferably, in formula (I),

[0106] R 1 R 2 Each is independently selected from fluorine, chlorine, bromine, iodine, and trifluoromethyl;

[0107] R 4 and R 5 Each is independently selected from H, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, and tert-butyl;

[0108] R 3 It does not exist and X7 is CH;

[0109] A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; n R represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, and each is independently selected from at least one of fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, difluoromethyl, and trifluoromethyl.

[0110] R 7It is H or methyl.

[0111] In the preferred embodiment 3, most preferably, n is 0, 1, 2 or 3.

[0112] More preferably, the compound represented by formula (I) is selected from any one of the following:

[0113]

[0114]

[0115]

[0116]

[0117]

[0118] The present invention does not impose any particular requirements on the specific method for preparing the compound described in the first aspect. Those skilled in the art can determine a suitable preparation route to obtain the compound described in the first aspect by combining the structural formula disclosed in the present invention with known knowledge in the field of pesticide organic synthesis.

[0119] By way of example, the present invention provides a method for preparing the compound described in the first aspect, the method comprising:

[0120]

[0121] Synthesis of intermediate II-A:

[0122] Ultra-dry THF (tetrahydrofuran) was added to alkyltriphenylphosphine bromide, and potassium tert-butoxide was added under an ice-water bath. After reacting at 0-25°C for 5-60 min, various substituted ketones were added under an ice-water bath. After the addition was complete, the temperature was raised to room temperature. After 1-5 h, the reaction was monitored by TLC to ensure it was complete. Water was added to quench the reaction, and then the mixture was extracted, washed, dried, filtered to remove solvent, and purified to obtain intermediate II-A.

[0123] Synthesis of intermediate III-A:

[0124] Intermediate II-A was dissolved in chloroform, and N-bromosuccinimide and p-toluenesulfonic acid were added. The mixture was heated to reflux, and the reaction was monitored by TLC. After the reaction was completed, the heating was stopped, and the reaction was quenched by adding water. Then, the mixture was extracted, washed, dried, filtered, and desoluble to obtain intermediate III-A.

[0125] Synthesis of intermediate IV-A:

[0126] Intermediate III-A was dissolved in N,N-dimethylformamide, and potassium phthalimide was added at 0-40°C. The reaction was carried out at 0-40°C for 5 hours. After the reaction was completed by TLC monitoring, ice water was added to the system to precipitate a solid. The solid was obtained by filtration and the filter cake was recrystallized with petroleum ether and ethyl acetate to obtain intermediate IV-A.

[0127] Synthesis of intermediate VA:

[0128] Intermediate IV-A was dissolved in ethanol, hydrazine hydrate was added, and the mixture was heated under reflux for 3-5 hours. A white solid precipitated in the system. After the reaction was completed by TLC monitoring, heating was stopped, and the system was cooled to -10°C to 0°C. The filtrate was obtained by filtration, followed by extraction, washing, drying, and solvent removal to obtain intermediate VA (wherein R4 and R5 are independently selected from H and C respectively). 1-6 Alkyl groups).

[0129] Synthesis of compound (I):

[0130] The intermediate VA was dissolved in acetonitrile, and different carboxylic acids, N-methylimidazole and N,N,N',N'-tetramethylchloromethacin hexafluorophosphate were added under ice bath conditions. After the reaction was completed by TLC monitoring, the mixture was extracted, washed, separated and purified to obtain the target compound, namely compound (I).

[0131] By way of example, the present invention also provides a method for preparing the compound described in the first aspect, the method comprising:

[0132]

[0133] Synthesis of intermediate II-B:

[0134] Dichloromethane was added to various substituted acetophenones, and triphenylphosphine and trichlorobromomethane were added under an ice-water bath. The reaction was monitored by TLC until complete, and then quenched by adding water. The mixture was then extracted, washed, dried, filtered to remove solvent, and purified to obtain intermediate II-B.

[0135] Synthesis of intermediate III-B:

[0136] Intermediate II-B was dissolved in chloroform, and N-bromosuccinimide and p-toluenesulfonic acid were added. The mixture was heated to reflux, and the reaction was monitored by TLC. After the reaction was completed, the heating was stopped, and the reaction was quenched by adding water. Then, the mixture was extracted, washed, dried, filtered, and desoluble to obtain intermediate III-B.

[0137] Synthesis of intermediate IV-B:

[0138] Intermediate III-B was dissolved in N,N-dimethylformamide, and potassium phthalimide was added at 0-40°C. The reaction was carried out at 0-40°C for 5 hours. After the reaction was completed by TLC monitoring, ice water was added to the system to precipitate a solid. The solid was obtained by filtration and the filter cake was recrystallized with petroleum ether and ethyl acetate to obtain intermediate IV-B.

[0139] Synthesis of intermediate VB:

[0140] The intermediate IV-B was dissolved in ethanol, hydrazine hydrate was added, and the mixture was heated under reflux for 3-5 hours. A white solid precipitated in the system. After the reaction was completed by TLC monitoring, the heating was stopped, and the system was cooled to -10°C to 0°C. The filtrate was obtained by filtration, followed by extraction, washing, drying, and solvent removal to obtain intermediate VB.

[0141] Synthesis of compound (I):

[0142] The intermediate VB was dissolved in acetonitrile, and different carboxylic acids, N-methylimidazole and N,N,N',N'-tetramethylchloroformamidin hexafluorophosphate were added under ice bath conditions. After the reaction was completed by TLC monitoring, the mixture was extracted, washed, separated and purified to obtain the target compound, namely compound (I).

[0143] By way of example, the present invention also provides a method for preparing the compound described in the first aspect, the method comprising:

[0144]

[0145] Synthesis of intermediate II-C:

[0146] Ultra-dry THF (tetrahydrofuran) was added to methyltriphenylphosphine bromide, and potassium tert-butoxide was added under an ice-water bath. After reacting at 0-25°C for 5-60 min, various substituted ketones were added under an ice-water bath. After the addition was complete, the temperature was raised to room temperature. After 1-5 h, the reaction was monitored by TLC until it was complete. Water was added to quench the reaction, and then the mixture was extracted, washed, dried, filtered to remove solvent, and purified to obtain intermediate II-C.

[0147] Synthesis of intermediate III-C:

[0148] Intermediate II-C was dissolved in chloroform, and N-bromosuccinimide and p-toluenesulfonic acid were added. The mixture was heated to reflux, and the reaction was monitored by TLC. After the reaction was completed, the heating was stopped, and the reaction was quenched by adding water. Then, the mixture was extracted, washed, dried, filtered, and desoluble to obtain intermediate III-C.

[0149] Synthesis of intermediate IV-C:

[0150] Intermediate III-C was dissolved in N,N-dimethylformamide, and potassium phthalimide was added at 0-40°C. The reaction was carried out at 0-40°C for 5 hours. After the reaction was completed by TLC monitoring, ice water was added to the system to precipitate a solid. The solid was obtained by filtration and the filter cake was recrystallized with petroleum ether and ethyl acetate to obtain intermediate IV-C.

[0151] Synthesis of intermediate VC:

[0152] The intermediate IV-C was dissolved in ethanol, hydrazine hydrate was added, and the mixture was heated under reflux for 3-5 hours. A white solid precipitated in the system. After the reaction was completed by TLC monitoring, the heating was stopped, and the system was cooled to -10°C to 0°C. The filtrate was obtained by filtration, followed by extraction, washing, drying, and solvent removal to obtain the intermediate VC.

[0153] Synthesis of compound (I):

[0154] The intermediate VC was dissolved in acetonitrile, and different carboxylic acids, N-methylimidazole and N,N,N',N'-tetramethylchloromethacin hexafluorophosphate were added under ice bath conditions. After the reaction was completed by TLC monitoring, the mixture was extracted, washed, separated and purified to obtain the target compound, namely compound (I).

[0155] Unless otherwise specified, the present invention does not impose any particular limitations on the conditions and specific operating parameters involved in the aforementioned preparation method. Those skilled in the art can make selections based on known knowledge in the art, or they can make selections based on the parameters and conditions provided in the examples listed below according to the present invention. The present invention will not elaborate further here, and those skilled in the art should not understand this as a limitation of the present invention.

[0156] As previously stated, a second aspect of the present invention provides the use of the compounds containing the tuyere fragment described in the first aspect in the control of nematodes and / or antifungal activity.

[0157] Preferably, the nematode is a plant-parasitic nematode.

[0158] In a preferred embodiment, the nematode is selected from at least one of the following genera: Southern root-knot nematode, Peanut root-knot nematode, Javan root-knot nematode, Northern root-knot nematode, Rice root-knot nematode, Cucumber root-knot nematode, Tomato root-knot nematode, Banana root-knot nematode, Tobacco root-knot nematode, Watermelon root-knot nematode, Pumpkin root-knot nematode, Melon root-knot nematode, Eggplant root-knot nematode, and other root-knot nematode species; Soybean cyst nematode, Beet cyst nematode, and other Heteroderm nematode species.

[0159] Preferably, the fungus is selected from at least one of the following: Fusarium graminearum, Gray mold of cucumber, Sclerotinia sclerotiorum of rape, Stem rot of wheat, Powdery mildew of wheat, and Powdery mildew of cucumber.

[0160] As previously stated, a third aspect of the present invention provides a pesticide for controlling nematodes and / or resisting fungi, the pesticide containing an effective amount of an active ingredient for controlling nematodes and / or resisting fungi, said active ingredient comprising at least one of the compounds containing a dendrite fragment described in the first aspect.

[0161] Preferably, the pesticide contains 0.1-99.99 wt% of the active ingredient. Exemplarily, the pesticide contains the compound in amounts of 1 wt%, 5 wt%, 10 wt%, 15 wt%, 20 wt%, 25 wt%, 30 wt%, 35 wt%, 40 wt%, 45 wt%, 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, 85 wt%, 90 wt%, and 95 wt%.

[0162] In a preferred embodiment, the pesticide formulation is selected from at least one of emulsifiable concentrate, suspension concentrate, wettable powder, powder, granule, aqueous solution, mother liquor, and masterbatch.

[0163] As previously stated, a fourth aspect of the present invention provides a method for controlling nematodes and / or resisting fungi, the method comprising: applying a pesticide for controlling nematodes and / or resisting fungi to crops, wherein the pesticide for controlling nematodes and / or resisting fungi is the pesticide for controlling nematodes described in the third aspect of the present invention.

[0164] Preferably, the crop is selected from at least one of cucurbits, solanaceous crops, legumes, cereals, and vegetables.

[0165] More preferably, the crop is selected from at least one of wheat, cucumber, rapeseed, peanut, rice, potato, radish, carrot, lettuce, cabbage, grape, citrus, sugarcane, banana, dragon fruit, chili pepper, celery, citrus, watermelon, and tomato.

[0166] The invention will be described in detail below through examples. Unless otherwise specified, the raw materials used in the following examples are all common commercially available products.

[0167] Unless otherwise specified, room temperature or ambient temperature in this invention refers to 25±2℃.

[0168] Example 1: Preparation of Compound 1

[0169]

[0170] (1) Methyltriphenylphosphine bromide (75 mmol, 1.5 eq.) was placed in a 250 ml round-bottom flask, and 100 ml of ultra-dry THF was added. Potassium tert-butoxide (75 mmol, 1.5 eq.) was added under an ice-water bath. After reacting at room temperature for 20 min, 2,4-dichloroacetophenone (50 mmol, 1 eq.) was added under an ice-water bath. After the addition was complete, the temperature was raised to room temperature. After 2 h, the reaction was monitored by TLC until it was complete. The reaction was quenched with water, extracted with ethyl acetate, and washed three times with water and saturated brine, respectively. After drying with anhydrous sodium sulfate, the product was filtered to remove solvent and obtain the crude product. The crude product was purified by silica gel column chromatography to obtain intermediate 1, which was a colorless oily liquid.

[0171]

[0172] (2) Intermediate 1 (40 mmol, 1 eq.) was dissolved in chloroform, and N-bromosuccinimide (NBS, 44 mmol, 1.1 eq.) and p-toluenesulfonic acid (TsOH, 12 mmol, 0.3 eq.) were added. The mixture was heated to reflux at 65 °C and the reaction was monitored by TLC. After the reaction was completed, the heating was stopped, and the reaction was quenched by adding water. After the reaction was cooled to room temperature, it was extracted with dichloromethane and water, washed three times with saturated brine, dried over anhydrous sodium sulfate, and dissolved to obtain yellow oily liquid intermediate 2.

[0173]

[0174] (3) Intermediate 2 (35 mmol, 1 eq.) was dissolved in N,N-dimethylformamide (DMF), and potassium phthalimide (52.5 mmol, 1.5 eq.) was added at room temperature. The reaction was carried out at room temperature for 5 h. After the reaction was completed by TLC monitoring, a large amount of ice water was added to the system to precipitate solid. The solid was obtained by filtration and the filter cake was recrystallized with petroleum ether and ethyl acetate to obtain white solid intermediate 3.

[0175]

[0176] (4) The above intermediate 3 (20 mmol, 1 eq.) was dissolved in ethanol, and hydrazine hydrate (85% by mass) (40 mmol, 2 eq.) was added. The mixture was heated under reflux for 4 h. A white solid precipitated in the system. After the reaction was completed by TLC monitoring, the heating was stopped, the system was cooled to 0 °C, and the filtrate was obtained by filtration. The filtrate was extracted with ethyl acetate, washed three times with water and saturated brine, and dried over anhydrous sodium sulfate to obtain yellow oily liquid intermediate 4.

[0177]

[0178] (5) Intermediate 4 (2 mmol, 1 eq.) was dissolved in acetonitrile, and 2-(trifluoromethyl)nicotinic acid (2.4 mmol, 1.2 eq.), N-methylimidazolium (NMI, 7 mmol, 3.5 eq.) and N,N,N',N'-tetramethylchloroformamidine hexafluorophosphate (TCFH, 2.4 mmol, 1.2 eq.) were added under ice bath. After the reaction was completed by TLC monitoring, the mixture was extracted with ethyl acetate, washed three times with water and saturated saline solution, and separated by column chromatography after mixing with silica gel to obtain white solid compound 1.

[0179] Example 2: Preparation of compound 346

[0180]

[0181] (1) Methyltriphenylphosphine bromide (75 mmol, 1.5 eq.) was placed in a 250 ml round-bottom flask, and 100 ml of ultra-dry THF was added. Potassium tert-butoxide (75 mmol, 1.5 eq.) was added under an ice-water bath. After reacting at room temperature for 20 min, 1-(3,5-dichloropyridin-2-yl)acetone (50 mmol, 1 eq.) was added under an ice-water bath. After the addition was complete, the temperature was raised to room temperature. After 2 h, the reaction was monitored by TLC until it was complete. The reaction was quenched with water, extracted with ethyl acetate, and washed three times with water and saturated brine, respectively. After drying with anhydrous sodium sulfate, the product was filtered to remove solvent and obtain the crude product. The crude product was purified by silica gel column chromatography to obtain intermediate 1, which was a colorless oily liquid.

[0182]

[0183] (2) Intermediate 1 (40 mmol, 1 eq.) was dissolved in chloroform, and N-bromosuccinimide (NBS, 44 mmol, 1.1 eq.) and p-toluenesulfonic acid (TsOH, 12 mmol, 0.3 eq.) were added. The mixture was heated to reflux at 65 °C and the reaction was monitored by TLC. After the reaction was completed, the heating was stopped, and the reaction was quenched by adding water. After the reaction was cooled to room temperature, it was extracted with dichloromethane and water, washed three times with saturated brine, dried over anhydrous sodium sulfate, and dissolved to obtain yellow oily liquid intermediate 2.

[0184]

[0185] (3) Intermediate 2 (35 mmol, 1 eq.) was dissolved in N,N-dimethylformamide (DMF), and potassium phthalimide (52.5 mmol, 1.5 eq.) was added at room temperature. The reaction was carried out at room temperature for 5 h. After the reaction was completed by TLC monitoring, a large amount of ice water was added to the system to precipitate solid. The solid was obtained by filtration and the filter cake was recrystallized with petroleum ether and ethyl acetate to obtain white solid intermediate 3.

[0186]

[0187] (4) The above intermediate 3 (20 mmol, 1 eq.) was dissolved in ethanol, and hydrazine hydrate (85% by mass) (40 mmol, 2 eq.) was added. The mixture was heated under reflux for 4 h. A white solid precipitated in the system. After the reaction was completed by TLC monitoring, the heating was stopped, the system was cooled to 0 °C, and the filtrate was obtained by filtration. The filtrate was extracted with ethyl acetate, washed three times with water and saturated brine, and dried over anhydrous sodium sulfate to obtain yellow oily liquid intermediate 4.

[0188]

[0189] (5) Intermediate 4 (2 mmol, 1 eq.) was dissolved in acetonitrile, and 2-(trifluoromethyl)nicotinic acid (2.4 mmol, 1.2 eq.), N-methylimidazolium (NMI, 7 mmol, 3.5 eq.) and N,N,N',N'-tetramethylchloroformamidine hexafluorophosphate (TCFH, 2.4 mmol, 1.2 eq.) were added under ice bath. After the reaction was completed by TLC monitoring, the mixture was extracted with ethyl acetate, washed three times with water and saturated saline solution, and separated by column chromatography after mixing with silica gel to obtain white solid compound 346.

[0190] Example 3: Preparation of compound 426

[0191]

[0192] (1) Take 50 mmol (1 eq.) of 2,4-dichloroacetophenone in a 250 ml round-bottom flask, add 100 ml of dichloromethane, and add triphenylphosphine (225 mmol, 4.5 eq.) and trichlorobromomethane (150 mmol, 3 eq.) under ice-water bath. Monitor the reaction until complete by TLC, quench with water, extract with dichloromethane, wash three times with water and saturated brine respectively, dry with anhydrous sodium sulfate, filter to remove solvent, and obtain crude product. The crude product is purified by silica gel column chromatography to obtain intermediate 1, which is a colorless oily liquid.

[0193]

[0194] (2) Intermediate 1 (40 mmol, 1 eq.) was dissolved in chloroform, and N-bromosuccinimide (NBS, 44 mmol, 1.1 eq.) and p-toluenesulfonic acid (TsOH, 12 mmol, 0.3 eq.) were added. The mixture was heated to reflux at 65 °C and the reaction was monitored by TLC. After the reaction was completed, the heating was stopped, and the reaction was quenched by adding water. After the reaction was cooled to room temperature, it was extracted with dichloromethane and water, washed three times with saturated brine, dried over anhydrous sodium sulfate, and dissolved to obtain yellow oily liquid intermediate 2.

[0195]

[0196] (3) Intermediate 2 (35 mmol, 1 eq.) was dissolved in N,N-dimethylformamide (DMF), and potassium phthalimide (52.5 mmol, 1.5 eq.) was added at room temperature. The reaction was carried out at room temperature for 5 h. After the reaction was completed by TLC monitoring, a large amount of ice water was added to the system to precipitate solid. The solid was obtained by filtration and the filter cake was recrystallized with petroleum ether and ethyl acetate to obtain white solid intermediate 3.

[0197]

[0198] (4) The above intermediate 3 (20 mmol, 1 eq.) was dissolved in ethanol, and hydrazine hydrate (85% by mass) (40 mmol, 2 eq.) was added. The mixture was heated under reflux for 4 h. A white solid precipitated in the system. After the reaction was completed by TLC monitoring, the heating was stopped, the system was cooled to 0 °C, and the filtrate was obtained by filtration. The filtrate was extracted with ethyl acetate, washed three times with water and saturated brine, and dried over anhydrous sodium sulfate to obtain yellow oily liquid intermediate 4.

[0199]

[0200] (5) Intermediate 4 (2 mmol, 1 eq.) was dissolved in acetonitrile, and 2-(trifluoromethyl)nicotinic acid (2.4 mmol, 1.2 eq.), N-methylimidazolium (NMI, 7 mmol, 3.5 eq.) and N,N,N',N'-tetramethylchloroformamidine hexafluorophosphate (TCFH, 2.4 mmol, 1.2 eq.) were added under ice bath. After the reaction was completed by TLC monitoring, the mixture was extracted with ethyl acetate, washed three times with water and saturated saline solution, and separated by column chromatography after mixing with silica gel to obtain white solid compound 426.

[0201] Compounds 24 to 65, 89 to 130, 154 to 195, 219 to 260, 279 to 300, 319 to 340, 345, 448, 451 and 454 of the present invention were prepared according to a similar process to that of compound 1. The difference is that 2,4-dichloroacetophenone, methyltriphenylphosphine bromide in step (1) and 2-(trifluoromethyl)nicotinic acid in step (5) were replaced with the corresponding ketone, phosphorus ylide reagent and carboxylic acid according to the structure of the target compound.

[0202] The dichloroene compounds 430, 435, 440 and 445 of the present invention were prepared according to a similar process to that of compound 426. The difference is that 2,4-dichloroacetophenone in step (1) and 2-(trifluoromethyl)nicotinic acid in step (5) were replaced with the corresponding ketone and carboxylic acid according to the structure of the target compound.

[0203] Characterization data for some specific compounds of this invention are shown in Table 1.

[0204] Table 1

[0205]

[0206]

[0207]

[0208]

[0209] Comparative Example 1

[0210] Compound CN-1 was prepared according to the method disclosed in CN113845480A. Experimental studies showed that at a concentration of 50 mg / L, the compound resulted in a mortality rate of less than 20% for second-instar southern root-knot nematodes after 48 hours of treatment, demonstrating almost no control efficacy against nematodes.

[0211]

[0212] Test Example 1: Control effect against southern root-knot nematodes

[0213] The test compound was dissolved in dimethyl sulfoxide to prepare a 10000 mg / L stock solution, which was then diluted to the required experimental concentration. All reagents were freshly prepared before use. Second-instar larvae (J2) of the southern root-knot nematode in good growth condition were selected for testing. A 96-well cell culture plate was prepared, and 90 μL of the 50 mg / L test reagent was added, followed by 10 μL of second-instar larvae of the southern root-knot nematode (approximately 50 J2 larvae). This was repeated three times. The mortality rate of the J2 larvae was assessed under a microscope 72 hours after treatment. The mortality rate and corrected mortality rate were calculated.

[0214] The prevention and control effects are shown in Table 2.

[0215] Table 2

[0216]

[0217]

[0218] A, B, C, D, and E represent the efficacy levels, with 80% ≤ A ≤ 100%; 70% ≤ B < 80%; 60% ≤ C < 70%; 50% ≤ D < 60%; and E < 50%.

[0219] Test Example 2: Control effect against wheat stem rot fungus

[0220] The test compound was dissolved and diluted with dimethyl sulfoxide to prepare a stock solution. The mycelial growth inhibition effect of the agent on the mycelial growth of *Hypericum aestivum*, the causal agent of wheat stem rot, was determined using the mycelial growth rate method. Five-mm diameter mycelial discs were collected from the edge of colonies after 4 days of continuous subculturing. These discs were inoculated onto PDA plates containing 25 μg / mL and 6.25 μg / mL of the agent, respectively, with three replicates for each treatment. All petri dishes were incubated in a sterile incubator at 25°C. When the control bacteria reached two-thirds of the diameter of the petri dish, the colony diameter of both the control and treatments was measured using the cross-crossing method, and the mycelial growth inhibition rate was calculated.

[0221] The prevention and control effects are shown in Table 3.

[0222] Table 3

[0223]

[0224]

[0225] A, B, C, D, and E represent the efficacy levels, with 80% ≤ A ≤ 100%; 70% ≤ B < 80%; 60% ≤ C < 70%; 50% ≤ D < 60%; and E < 50%.

[0226] Test Example 3: Control effect against wheat scab fungus

[0227] The test compound was dissolved and diluted with dimethyl sulfoxide to prepare a stock solution. The mycelial growth inhibition effect of the agent on Fusarium graminearum, the causal agent of wheat blight, was determined using the mycelial growth rate method. Five-mm diameter mycelial discs were collected from the edge of colonies after 4 days of continuous subculturing. These discs were inoculated onto PDA plates containing 25 μg / mL and 6.25 μg / mL of the agent, respectively, with three replicates for each treatment. All petri dishes were incubated in a sterile incubator at 25°C. When the control bacteria reached two-thirds of the diameter of the petri dish, the colony diameter of both the control and treated colonies was measured using the cross-crossing method, and the mycelial growth inhibition rate was calculated.

[0228] The prevention and control effects are shown in Table 4.

[0229] Table 4

[0230] 25 A A 26 A A 27 A A 28 A A 29 A A 42 A A 45 A B 47 A B 49 A A 51 A A 52 A A 53 A A 56 A A 63 A A 65 A A 182 A A 220 A A 221 A A 222 A A 223 A A 224 A A 240 A A Fluopyram B C

[0231] A, B, C, D, and E represent the efficacy levels, with 80% ≤ A ≤ 100%; 70% ≤ B < 80%; 60% ≤ C < 70%; 50% ≤ D < 60%; and E < 50%.

[0232] Test Example 4: Control effect against Sclerotinia sclerotiniae, the causal agent of rapeseed rot.

[0233] The test compound was dissolved and diluted with dimethyl sulfoxide to prepare a stock solution. The inhibitory effect of the agent on the mycelial growth of *Sclerotinia sclerotinia*, the causal agent of rapeseed, was determined using the mycelial growth rate method. Five-mm diameter mycelial discs were collected from the edge of colonies after 4 days of continuous subculturing. These discs were inoculated onto PDA plates containing 25 μg / mL and 6.25 μg / mL of the agent, respectively, with three replicates for each treatment. All petri dishes were incubated in a sterile incubator at 25°C. When the control bacteria reached two-thirds of the diameter of the petri dish, the colony diameter of both the control and treatments was measured using the cross-crossing method, and the mycelial growth inhibition rate was calculated.

[0234] The prevention and control effects are shown in Table 5.

[0235] Table 5

[0236] 26 A A 28 A A 29 A A 31 A B 32 A A 33 A A 35 A A 42 A A 45 A A 49 A A 51 A A 52 A A 63 A A 159 A B 163 A A 182 A B 221 A A 222 A A 223 A B 224 A A 237 A A 240 A A Fluopyram A A

[0237] A, B, C, D, and E represent the efficacy levels, with 80% ≤ A ≤ 100%; 70% ≤ B < 80%; 60% ≤ C < 70%; 50% ≤ D < 60%; and E < 50%.

[0238] As can be seen from the above results, the compounds provided by the present invention can exhibit excellent inhibitory activity against plant parasitic nematodes at low doses. At the same time, the compounds of the present invention also have excellent inhibitory activity against pathogens such as wheat scab, wheat stem rot, and rapeseed sclerotium.

[0239] The preferred embodiments of the present invention have been described in detail above; however, the present invention is not limited thereto. Within the scope of the inventive concept, various simple modifications can be made to the technical solutions of the present invention, including combinations of various technical features in any other suitable manner. These simple modifications and combinations should also be considered as the content disclosed in the present invention and are all within the protection scope of the present invention.

Claims

1. A compound containing a tuyere fragment, characterized in that, The compound has the structure shown in formula (I): Equation (I), Equation (I-2), In equation (I), R 1 R 2 R 3 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy groups; and R 1 R 2 R 3 Not both H; R 4 and R 5 Each is independently selected from H, halogen, C 1-6 Alkyl groups; X7 is C; A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; the n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from halogens, C 1-6 alkyl, C 1-6 alkoxy groups, C groups substituted with at least one halogen 1-6 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them; n is 0, 1, 2, or 3; R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups; R 7 Selected from H, C 1-6 Alkyl groups.

2. The compound containing a tuyere fragment according to claim 1, characterized in that, R 3 H is H, and C is X7.

3. The compound containing a tuyere fragment according to claim 1, characterized in that, In equation (I), R 1 R 2 R 3 Each is independently selected from H, halogen, or C substituted with at least one halogen. 1-4 Alkyl groups, C substituted with at least one halogen 1-6 alkoxy groups; and R 1 R 2 R 3 Not both H; R 4 and R 5 Each is independently selected from H, halogen, C 1-4 Alkyl groups; X7 is C; A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; the n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from halogens, C 1-4 alkyl, C 1-4 alkoxy groups, C groups substituted with at least one halogen 1-4 Alkyl groups, C substituted with at least one halogen 1-4 alkoxy, nitro, cyano, -SR 6 -S(O)-R 6 -S(O)2-R 6 At least one of them; n is 0, 1, 2, or 3; R 6 Selected from C 1-6 Alkyl groups, C substituted with at least one halogen 1-6 Alkyl groups; R 7 Selected from H, C 1-6 Alkyl groups.

4. The compound containing a tuyere fragment according to claim 3, characterized in that, R 3 H is H, and C is X7.

5. The compound containing a tuyere fragment according to claim 1, characterized in that, In equation (I), R 1 R 2 R 3 Each is independently selected from H, fluorine, chlorine, bromine, iodine, trifluoromethyl, and trifluoromethoxy; and R 1 R 2 R 3 Not both H; R 4 and R 5 Each is independently selected from H, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, and tert-butyl; X7 is C; A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; n Rs represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, each independently selected from fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, tert-butylthio, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, difluoromethylthio, trifluoromethylthio, nitro, cyano, -S(O)-R 6 -S(O)2-R 6 At least one of them; n is 0, 1, 2, or 3; R 6 Selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, difluoromethyl, trifluoromethyl, difluoromethoxy, and trifluoromethoxy. R 7 Selected from H, C 1-6 Alkyl groups.

6. The compound containing a tuyere fragment according to claim 5, characterized in that, R 3 H is H, and C is X7.

7. The compound containing a tuyere fragment according to claim 1, characterized in that, In equation (I), R 1 R 2 Each is independently selected from fluorine, chlorine, bromine, iodine, and trifluoromethyl; R 4 and R 5 Each is independently selected from H, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, and tert-butyl; R 3 H is H, and C is X7; A is the group represented by formula (I-2); in formula (I-2), X4 is O, S, or NR. 7 X5, X6 and X 10 Each is independently CH or N; n R represent n substituents present at any position in the A group that can be substituted, and the n substituents may be the same or different, and each is independently selected from at least one of fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, tert-butoxy, difluoromethyl, and trifluoromethyl. n is 0, 1, 2, or 3; R 7 It is H or methyl.

8. The compound containing a tuyere fragment according to claim 1, characterized in that, The compound represented by formula (I) is selected from any one of the following: 。 9. The use of the compound containing the tuyere fragment according to any one of claims 1-8 in the control of plant nematodes and / or the inhibition of plant pathogenic fungi.

10. The application according to claim 9, characterized in that, The plant nematodes mentioned are plant parasitic nematodes.

11. The application according to claim 9, characterized in that, The plant nematodes are selected from at least one of the following: Southern root-knot nematode, Peanut root-knot nematode, Javanese root-knot nematode, Northern root-knot nematode, Rice root-knot nematode, Cucumber root-knot nematode, Tomato root-knot nematode, Banana root-knot nematode, Tobacco root-knot nematode, Watermelon root-knot nematode, Pumpkin root-knot nematode, Melon root-knot nematode, Eggplant root-knot nematode, Soybean cyst nematode, and Beet cyst nematode.

12. A pesticide for controlling nematodes and / or fighting fungi, characterized in that, The pesticide contains an effective amount of active ingredient for controlling nematodes and / or fighting fungi, said active ingredient including at least one of the compounds containing a dendrite fragment as described in any one of claims 1-8.

13. The pesticide for controlling nematodes and / or fighting fungi according to claim 12, characterized in that, The pesticide contains 0.1-99.99 wt% of the active ingredient.

14. The pesticide for controlling nematodes and / or fighting fungi according to claim 12 or 13, characterized in that, The pesticide formulation is selected from at least one of emulsifiable concentrate, suspension concentrate, wettable powder, powder, granule, aqueous solution, mother liquor, and mother powder.

15. A method for controlling nematodes and / or fighting fungi, characterized in that, The method includes: applying a pesticide for controlling nematodes and / or for antifungal purposes to crops, wherein the pesticide for controlling nematodes and / or for antifungal purposes is the pesticide for controlling nematodes and / or for antifungal purposes as described in any one of claims 12-14.

16. The method for controlling nematodes and / or fighting fungi according to claim 15, characterized in that, The crop is selected from at least one of the following: melons, beans, cereals, and vegetables.

17. The method for controlling nematodes and / or fighting fungi according to claim 15, characterized in that, The crop is selected from at least one of the following: wheat, cucumber, rapeseed, peanut, rice, potato, radish, carrot, lettuce, cabbage, grape, citrus, sugarcane, banana, dragon fruit, chili pepper, celery, watermelon, and tomato.

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