Microbiocidally active benzoxaboroles

Abstract

Compounds of formula (I) are as defined in the claims, and their use in compositions and methods for the control and/or prevention of microbial infection, particularly fungal infection, in plants and to processes for the preparation of these compounds.

1 . (canceled) 
     
     
         2 . Compounds of formula (I) according to  claim 1   R a  and R b  and R c  independently are H, fluorine, chlorine, bromine, nitro, unsubstituted or substituted C 1 -C 6 alkyl or unsubstituted or substituted C 1 -C 6 haloalkyl, unsubstituted or substituted C 1 -C 6 alkoxy; R is H, unsubstituted or substituted C 1 -C 6 alkyl, unsubstituted or substituted C 1 -C 6 haloalkyl, unsubstituted or substituted with five to ten ring membered aryl-A-, unsubstituted or substituted heteroaryl with 5 to 7 ring members comprising heteroatoms selected form O, S and N, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C(O)R′, C(O)OR′, S(O) n R′   R′ is H, unsubstituted or substituted C 1 -C 6 alkyl, unsubstituted or substituted C 1 -C 6 haloalkyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl   n is an integer 0 to 2;   A is a bridging element selected from —C 1-4 alkylene, —C(O)—, C 1-4 alkylene-C(O)—, —C(O)—C 1-4  alkylene wherein the alkylene bridges may be unsubstituted or substituted like an alkyl group;   wherein the substituents for the aryl, heteroaryl, are independently selected from the group consisting of halogen, hydroxy, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6  haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 alkoxy-C 1 -C 6 alkyl,   and wherein the substituents for the cycloalkyl, heterocycloalkyl, alkyl, alkenyl and alkynyl moieties are independently selected from —OH, CN, NO 2 , F, Cl, Br, C 1-4 alkyl, C 1-4  alkoxy, —S(O) 2 OH, —S(O) 2 C 1-4 alkyl, —C(O)(C 1-4  alkoxy), —OC(O)(C 1-4  alkyl), —C(O)(C 1-4  alkyl), —C(O) (C 1-4  alkyl) (C 1-4  alkoxy), unsubstituted or substituted C 3 -C 6 heterocycloalkyl ring members comprising heteroatoms selected form O, S and N;   
     
     
         3 . Compounds of formula (I) according to  claim 1   R a  and R b  and R c  independently are H, fluorine, chlorine, bromine, nitro, unsubstituted or substituted C 1-6  alkyl or unsubstituted or substituted C 1 -C 6  haloalkyl, unsubstituted or substituted C 1 -C 6  alkoxy;   R is H, unsubstituted or substituted C 1 -C 6  alkyl, unsubstituted or substituted C 1 -C 6  haloalkyl, unsubstituted or substituted with five to ten ring membered aryl-A-, unsubstituted or substituted heteroaryl with 5 to 7 ring members comprising heteroatoms selected form O, S and N, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C(O)R′, C(O)OR′, S(O)R′   R′ is H, unsubstituted or substituted C 1 -C 6  alkyl, unsubstituted or substituted C 1 -C 6  haloalkyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl   n is an integer 0 to 2;   A is a bridging element selected from —C 1-4  alkylene, —C(O)—, —C(O)—C 1-4  alkylene wherein the alkylene bridges may be unsubstituted or substituted like an alkyl group;   wherein the substituents for the aryl, heteroaryl, are independently selected from the group consisting of halogen, hydroxy, cyano, nitro, C 1 -C 6  alkyl, C 1-6  haloalkyl, C 1 -C 6  alkoxy, C 1 -C 6  alkoxy-C 1 -C 6  alkyl, and wherein the substituents for the cycloalkyl, heterocycloalkyl, alkyl, alkenyl and alkynyl moieties are independently selected from —OH, CN, NO 2 , F, Cl, Br, C 1-4  alkyl, C 1-4  alkoxy, —S(O) 2 OH, —S(O) 2 C 1-4  alkyl, —C(O)(C 1-4  alkoxy), —OC(O)(C 1-4  alkyl), —C(O)(C 1-4  alkyl), —C(O)(C 1-4  alkyl)(C 1-4  alkoxy), unsubstituted or substituted C 3 -C 6 heterocycloalkyl ring members comprising heteroatoms selected form O, S and N;   In a preferred embodiment aryl-A- is unsubstituted or substituted benzyl, unsubstituted or substituted phenylcarbonyl, unsubstituted or substituted phenyl-C(O)—C 1-4  alkylene, preferably benzyl, phenylcarbonyl, —C(O)-methylene.   
     
     
         4 . (canceled) 
     
     
         5 . Compounds of formula (I) according to  claim 1  characterized in that compounds of formula (I) have the formula I-a 
       
         
           
           
               
               
           
         
         and all the substituents R a , R b , R c , R and R′ are as defined above 
       
     
     
         6 - 10 . (canceled)