Substituted benzoylisoxazoles and the use thereof as herbicides

Abstract

The invention relates to novel substituted benzoylisoxazoles of the general formula (I), in which n, A, R 1 , R 2 , R 3 , R 4 , and Z are defined herein, and to processes for their preparation and to their use as herbicides.

1 - 21 . (canceled)  
     
     
         22 . A compound of the Formula (IE)  
       
         
           
           
               
               
           
         
       
       in which 
 n represents the number 0, 1 or 2,  
 A represents a single bond or represents alkanediyl (alkylene) having 1 to 4 carbon atoms,  
 R 1  represents hydrogen, represents optionally cyano-, halogen-, C 1 -C 4 -alkoxy-, C 1 -C 4 -alkylthio-, C 1 -C 4 -alkylsulphinyl- or C 1 -C 4 -alkylsulphonyl-substituted alkyl having 1 to 6 carbon atoms, represents optionally cyano- or halogen-substituted alkenyl having 2 to 6 carbon atoms, or represents optionally cyano-, halogen- or C 1 -C 4 -alkyl-substituted cycloalkyl having 3 to 6 carbon atoms,  
 R 2  represents hydrogen, cyano, carbamoyl, halogen, represents in each case optionally cyano-, halogen-, C 1 -C 4 -alkoxy-, C 1 -C 4 -alkylthio-, C 1 -C 4 -alkylsulphinyl- or C 1 -C 4 -alkylsulphonyl-substituted alkyl, alkylcarbonyl, alkoxy or alkoxycarbonyl having in each case up to 6 carbon atoms, or represents optionally halogen-substituted alkylthio, alkylsulphinyl or alkylsulphonyl having 1 to 6 carbon atoms,  
 R 3  represents hydrogen, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, represents in each case optionally halogen-, C 1 -C 4 -alkoxy-, C 1 -C 4 -alkylthio-, C 1 -C 4 -alkylsulphinyl- or C 1 -C 4 -alkylsulphonyl-substituted alkyl, alkoxy, alkylthio, alkylsulphinyl or alkylsulphonyl having in each case up to 4 carbon atoms in the alkyl groups, or represents alkylamino, dialkylamino or dialkylaminosulphonyl having in each case up to 4 carbon atoms in the alkyl groups,  
 R 4  represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, represents in each case optionally halogen-, C 1 -C 4 -alkoxy-, C 1 -C 4 -alkylthio-, C 1 -C 4 -alkylsulphinyl- or C 1 -C 4 -alkylsulphonyl-substituted alkyl, alkoxy, alkylthio, alkylsulphinyl or alkylsulphonyl having in each case up to 4 carbon atoms in the alkyl groups, or represents alkylamino, dialkylamino or dialkylaminosulphonyl having in each case up to 4 carbon atoms in the alkyl groups, and  
 Z represents one of the heterocyclic groupings below  
                                       
 in which the dotted bond is in each case a single bond or a double bond, and each heterocyclic grouping preferably only carries two substituents of the definition R 5  and/or R 6 ,  
 Q represents oxygen or sulphur,  
 R 5  represents hydrogen, hydroxyl, mercapto, cyano, halogen, represents in each case optionally cyano-, halogen-, C 1 -C 4 -alkoxy-, C 1 -C 4 -alkylthio-, C 1 -C 4 -alkylsulphinyl- or C 1 -C 4 -alkylsulphonyl-substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl or alkylsulphonyl having in each case up to 6 carbon atoms in the alkyl groups, represents in each case optionally halogen-substituted alkylamino or dialkylamino having in each case up to 6 carbon atoms in the alkyl groups, represents in each case optionally halogen-substituted alkenyl, alkinyl, alkenyloxy, alkenylthio or alkenylamino having in each case up to 6 carbon atoms in the alkenyl or alkinyl groups, represents in each case optionally halogen-substituted cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino, cycloalkylalkyl, cycloalkylalkoxy, cycloalkylalkylthio or cycloalkylalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally up to 4 carbon atoms in the alkyl moiety, or represents in each case optionally halogen-, C 1 -C 4 -alkyl- or C 1 -C 4 -alkoxy-substituted phenyl, phenyloxy, phenylthio, phenylamino, benzyl, benzyloxy, benzylthio or benzylamino, represents pyrrolidino, piperidino or morpholino, or—if two adjacent radicals R 5  and R 5  are located at a double bond—also together with the adjacent radical R 5  represents a benzo grouping, and  
 R 6  represents hydrogen, hydroxyl, amino, alkylidenamino having up to 4 carbon atoms, represents in each case optionally halogen- or C 1 -C 4 -alkoxy-substituted alkyl, alkoxy, alkylamino, dialkylamino or alkanoylamino having in each case up to 6 carbon atoms in the alkyl groups, represents in each case optionally halogen-substituted alkenyl, alkinyl or alkenyloxy having in each case up to 6 carbon atoms in the alkenyl or alkinyl groups, represents in each case optionally halogen-substituted cycloalkyl, cycloalkylalkyl or cycloalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally up to 3 carbon atoms in the alkyl moiety, or represents in each case optionally halogen-, C 1 -C 4 -alkyl- or C 1 -C 4 -alkoxy-substituted phenyl or benzyl, or together with an adjacent radical R 5  or R 6  represents optionally halogen- or C 1 -C 4 -alkyl-substituted alkanediyl having 3 to 5 carbon atoms,  
 where the individual radicals R 5  and R 6 —if a plurality of them are attached to the same heterocyclic grouping—can have identical or different meanings within the scope of the above said definition of said radicals.  
 
     
     
         23 . A compound of the Formula (II)  
       
         
           
           
               
               
           
         
       
       in which 
 n represents the number 0, 1, 2 or 3,  
 A represents alkanediyl (alkylene),  
 R 1  represents hydrogen or represents in each case optionally substituted alkyl, alkenyl or cycloalkyl,  
 R 2  represents hydrogen, cyano, carbamoyl, halogen, or represents in each case optionally substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl or alkylsulphonyl,  
 R 3  represents hydrogen, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino or dialkylaminosulphonyl,  
 R 4  represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino or dialkylaminosulphonyl, and  
 X represents halogen,  
 excluding ethyl 4-(2-bromo-methyl-benzoyl)-5-cyclopropyl-isoxazole-3-carboxylate.  
 
     
     
         24 . A compound of the Formula (IV)  
       
         
           
           
               
               
           
         
       
       in which 
 n represents the number 0, 1, 2 or 3,  
 A represents alkanediyl (alkylene),  
 R 1  represents hydrogen or represents in each case optionally substituted alkyl, alkenyl or cycloalkyl,  
 R 3  represents hydrogen, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino or dialkylaminosulphonyl,  
 R 4  represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino or dialkylaminosulphonyl, and  
 Z represents an optionally substituted 4- to 12-membered, saturated or unsaturated, monocyclic or bicyclic, heterocyclic grouping which contains 1 to 4 hetero atoms (up to 4 nitrogen atoms and optionally—alternatively or additionally—one oxygen atom or one sulphur atom, or one SO grouping or one S0 2  grouping) and which additionally contains one to three oxo groups (C═O) and/or thioxo groups (C═S) as components of the heterocycle.