Novel heterocyclic compounds as pesticides

Abstract

The present application relates to novel heterocyclic compounds, to processes for preparation thereof and to the use thereof for controlling animal pests, which also include arthropods and especially insects.

1 . A compound of the formula (I) 
       
         
           
           
               
               
           
         
         wherein 
         G 1  represents N or C-A 1 , 
         A 1  represents hydrogen, halogen, cyano, nitro, alkyl, haloalkyl, alkoxy or optionally substituted cycloalkyl or cycloalkenyl, where at least one ring members in the cycloalkyl ring and in the cycloalkenyl ring may in each case be replaced by a heteroatom, 
         A 2  represents hydrogen, halogen, cyano, nitro, alkyl, haloalkyl, alkoxy or optionally substituted cycloalkyl or cycloalkenyl, where at least one ring members in the cycloalkyl ring and in the cycloalkenyl ring may in each case be replaced by a heteroatom, 
         Q represents one of the radicals (Q-1) to (Q-64) 
       
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         in which 
         U represents hydrogen, alkyl, haloalkyl or cycloalkyl, 
         R 1  represents hydrogen, halogen, cyano, hydroxyl, alkyl, haloalkyl, alkoxy or cycloalkyl, 
         R 2  represents hydrogen, halogen, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, alkoxycarbonyl or cycloalkyl, 
         and where in the radicals Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-27, Q-28, Q-30, Q-31, Q-33, Q-34, Q-35, Q-36, Q-37, Q-38, Q-39, Q-40, Q-44, Q-45, Q-46, Q-48, Q-49, Q-50, Q-51, Q-52, Q-53, Q-58, Q-61, Q-62 and Q-63 
         G 2  represents a radical selected from the group comprising (G 2 -1) to (G 2 -30) 
         and in the radicals Q-10, Q-26, Q-29, Q-32, Q-41, Q-42, Q-43, Q-47, Q-54, Q-55, Q-56, Q-57, Q-59, Q-60 and Q-64 
         G 2  represents a radical selected from the group comprising G 2 -2, G 2 -3, G 2 -4, G 2 -5, G 2 -6, G 2 -7, G 2 -9, G 2 -10, G 2 -11, G 2 -12, G 2 -13, G 2 -14, G 2 -15, G 2 -16, G 2 -17, G 2 -18, G 2 -19, G 2 -20, G 2 -21, G 2 -22, G 2 -23, G 2 -24, G 2 -25, G 2 -26, G 2 -27, G 2 -29 and G 2 -30, 
         where the radicals (G 2 -1) to (G 2 -30) have the following meanings 
       
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         where the broken line marks the bond to the heterocycle in (Q-1) to (Q-64), 
         G 3  represents a radical selected from the group comprising halogen, nitro, amino, cyano, alkylamino, haloalkylamino, dialkylamino, alkyl, haloalkyl, optionally substituted saturated or unsaturated cycloalkyl which is optionally interrupted by at least one heteroatoms, cycloalkylalkyl, alkoxy, haloalkoxy, alkoxyalkyl, halogenated alkoxyalkyl, bis(alkoxy)alkyl, bis(halo alkoxy)alkyl, alkoxy(alkylsulfanyl)alkyl, alkoxy(alkylsulfinyl)alkyl, alkoxy(alkylsulfonyl)alkyl, bis(alkyl sulfanyl)alkyl, bis(halo alkylsulfanyl)alkyl, bis(hydroxyalkyl-sulfanyl)alkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alpha-hydroxyiminoalkoxycarbonylalkyl, alpha-alkoxyiminoalkoxycarbonylalkyl, C(X)NR 3 R 4  in which X represents oxygen, sulfur, NR 5  or NOH, R 3  represents hydrogen or alkyl and R 4  and R 5  independently of one another represent a radical selected from the group comprising hydrogen, alkyl, haloalkyl, cyanoalkyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkylthioalkyl, aryl, arylalkyl and hetarylalkyl or R 3  and R 4  together with the nitrogen atom to which they are attached form a ring which optionally comprise at least one further heteroatoms selected from the group comprising nitrogen, oxygen and sulfur or R 3  and R 5  together with the nitrogen atoms to which they are attached form a ring, NR 6 R 7  in which R 6  represents hydrogen or alkyl and R 7  represents a radical selected from the group comprising hydrogen, alkyl, haloalkyl, cyanoalkyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy, haloalkoxy, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkylthioalkyl, aryl, arylalkyl and hetarylalkyl or R 6  and R 7  together with the nitrogen atom to which they are attached form a ring which optionally comprise at least one further heteroatoms selected from the group comprising nitrogen, oxygen and sulfur, alkylthio, alkylsulfinyl, alkylsulfonyl, the heterocyclyl radicals dioxanyl, dioxolanyl, dioxepanyl, dioxocanyl, oxathianyl, oxathiolanyl, oxathiepanyl, oxathiocanyl, dithianyl, dithiolanyl, dithiepanyl, dithiocanyl, oxathianyl oxide, oxathiolanyl oxide, oxathiepanyl oxide, oxathiocanyl oxide, oxathianyl dioxide, oxathiolanyl dioxide, oxathiepanyl dioxide, oxathiocanyl dioxide, morpholinyl, triazolinonyl, oxazolinyl, dihydrooxadiazinyl, dihydrodioxazinyl, dihydrooxazolyl, dihydrooxazinyl and pyrazolinonyl which for their part may be substituted by alkyl, haloalkyl, alkoxy and alkoxyalkyl, phenyl, which for its part may be substituted by halogen, cyano, nitro, alkyl and haloalkyl, the heteroaryl radicals pyridyl, pyridyl N-oxide, pyrimidyl, imidazolyl, pyrazolyl, oxazolyl, thiazolyl, furanyl, thienyl, triazolyl, tetrazolyl, oxadiazolyl, thiadiazolyl, pyrazinyl, triazinyl, tetrazinyl and isoquinolinyl, which for their part may be substituted by halogen, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy, alkoxyalkyl, alkylthio, alkylthioalkyl and cycloalkyl and the heteroarylalkyl radicals triazolylalkyl, pyridylalkyl, pyrimidylalkyl and oxadiazolylalkyl, which for their part may be substituted by halogen and alkyl,
 or 
 
         G 3  represents a radical selected from the group comprising (B-1) to (B-9) 
       
       
         
           
           
               
               
           
         
         
           where the broken line marks the bond to the adjacent ring in the radicals (G 2 -1) to (G 2 -30), 
         
         X represents oxygen or sulfur, 
         n represents 1 or 2, 
         R 8  represents a radical selected from the group comprising hydrogen, alkyl, haloalkyl, cyanoalkyl, alkoxy, haloalkoxy, alkenyl, alkoxyalkyl, in each case optionally halogen-substituted alkylcarbonyl and alkylsulfonyl, optionally halogen-substituted alkoxycarbonyl, optionally halogen-, alkyl-, alkoxy-, haloalkyl- and cyano-substituted cycloalkylcarbonyl, or a cation, for example a mono- or divalent metal ion or an optionally alkyl- or arylalkyl-substituted ammonium ion, 
         R 15  and R 9  independently of one another represent a radical selected from the group comprising in each case optionally substituted alkyl, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings optionally comprise at least one heteroatom selected from the group comprising sulfur, oxygen where oxygen atoms must not be directly adjacent to one another and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, 
         R 8  and R 15  may also, together with the N—S(O) n  group to which they are attached, form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which optionally comprise at least one further heteroatoms selected from the group comprising sulfur, oxygen where oxygen atoms must not be directly adjacent to one another and nitrogen and/or at least one carbonyl group, 
         R 17  represents a radical selected from the group comprising in each case optionally substituted alkyl, alkoxy, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings optionally comprise at least one heteroatom selected from the group comprising sulfur, oxygen where oxygen atoms must not be directly adjacent to one another and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, 
         R 16  represents a radical selected from the group comprising hydrogen, in each case optionally substituted alkyl, alkoxy, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings optionally comprise at least one heteroatom selected from the group comprising sulfur, oxygen where oxygen atoms must not be directly adjacent to one another and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, 
         R 8  and R 17  may also, together with the N—C(X) group to which they are attached, form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which—optionally comprise at least one further heteroatoms selected from the group comprising sulfur, oxygen, where oxygen atoms must not be directly adjacent to one another and nitrogen and/or at least one carbonyl group, 
         R 10  represents hydrogen or alkyl, 
         R 8  and R 10  may also form, together with the nitrogen atoms to which they are attached, a saturated or unsaturated and optionally substituted 4- to 8-membered ring which—optionally comprise at least at least one further heteroatom selected from the group comprising sulfur, oxygen, where oxygen atoms must not be directly adjacent to one another and nitrogen and/or at least one carbonyl group, 
         R 8  and R 9  in the radical (B-1) may also form, together with the N—S(O) n  group to which they are attached, a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may comprise at least one further heteroatoms selected from the group comprising sulfur, oxygen, where oxygen atoms must not be directly adjacent to one another and nitrogen and/or at least one carbonyl group, 
         R 9  and R 10  may also form, together with the N—S(O) n  group to which they are attached, a saturated or unsaturated and optionally substituted 4- to 8-membered ring which optionally comprise at least one further heteroatoms selected from the group comprising sulfur, oxygen, where oxygen atoms must not be directly adjacent to one another and nitrogen and/or at least one carbonyl group, 
         R 8  and R 16  may also form, together with the nitrogen atom to which they are attached, a saturated or unsaturated and optionally substituted 4- to 8-membered ring which—optionally comprise at least one further heteroatoms selected from the group comprising sulfur, oxygen, where oxygen atoms must not be directly adjacent to one another and nitrogen and/or at least one carbonyl group, 
         L represents oxygen or sulfur, 
         R 11  and R 12  independently of one another represent an in each case optionally substituted radical from the group comprising alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyl, cycloalkyloxy, cycloalkenyloxy, cycloalkylalkoxy, alkylthio, alkenylthio, phenoxy, phenylthio, benzyloxy, benzylthio, heteroaryloxy, heteroarylthio, heteroarylalkoxy and heteroarylalkylthio, 
         R 11  and R 12  may also form, together with the phosphorus atom to which they are attached, a saturated or unsaturated and optionally substituted 5- to 7-membered ring which optionally comprise at least one heteroatoms selected from the group comprising oxygen, where oxygen atoms must not be directly adjacent to one another and sulfur, and 
         R 13  and R 14  independently of one another represent an in each case optionally substituted radical from the group comprising alkyl, alkenyl, alkynyl, phenyl and phenylalkyl, 
         Y 1  and Y 2  independently of one another represent C═O or S(O) 2  and 
         m represents 1, 2, 3 or 4. 
       
     
     
         2 . A salt, tautomeric and/or isomeric form and N-oxides of the compound of formula (I) according to  claim 1 . 
     
     
         3 . A composition, wherein said composition comprises at least one compound of formula (I) according to  claim 1 . 
     
     
         4 . A method for controlling pests, wherein a compound of the formula (I) according to  claim 1  is allowed to act on the pests and/or their habitat. 
     
     
         5 . A composition, wherein said composition comprises at least one compound of formula (I) according to  claim 2 . 
     
     
         6 . A method for controlling pests, wherein a compound of the formula (I) according to  claim 2  is allowed to act on the pests and/or their habitat. 
     
     
         7 . A method for controlling pests, wherein said composition according to  claim 3  is allowed to act on the pests and/or their habitat.