Herbicidal 3-azaspiro[5.5] undecane-8, 10-dione compounds
The present invention relates to compounds of Formula (I), wherein R 1 , R 2 , R 3 , R 4 and G are as defined herein. The invention further relates to herbicidal compositions which comprise a compound of Formula (I), to their use for controlling weeds, in particular in crops of useful plants.
1. A compound of Formula (I)
wherein
R 1 is methyl;
R 2 is methyl or methoxy;
R 3 is methyl or methoxy;
R 4 is —C(═O)C 1 -C 4 alkyl or —C(═O)C 1 -C 4 haloalkyl;
G is selected from the group consisting of hydrogen, —(CH 2 ) n —R a , —C(O)—R a , —C(O)—O—R d , —C(O)—S—R d , —C(O)NR a R a , —S(O) 2 —C 1 -C 8 alkyl and C 1 -C 3 alkoxy-C 1 -C 3 alkyl-;
R a is independently selected from the group consisting of hydrogen, C 1 -C 8 alkyl, C 1 -C 3 haloalkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, C 3 -C 6 cycloalkyl and phenyl;
R d is selected from the group consisting of C 1 -C 8 alkyl, C 1 -C 3 haloalkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, C 3 -C 6 cycloalkyl and phenyl; and
n=0, 1 or 2;
or an agriculturally acceptable salt thereof.
2. The compound according to claim 1 , wherein R 2 is methyl.
3. The compound according to claim 1 , wherein R 3 is methyl.
4. The compound according to claim 1 , wherein R 3 is methoxy.
5. The compound according to claim 1 , wherein R 4 is —C(═O)C 1 -C 3 alkyl.
6. The compound according to claim 1 , wherein R 4 is —C(═O)C 1 -C 3 haloalkyl.
7. The compound according to claim 1 , wherein G is hydrogen.
8. The compound according to claim 1 , wherein G is —C(O)C 1 -C 6 alkyl.
9. The compound according to claim 1 , wherein G is —C(O)—O—C 1 -C 6 alkyl.
10. A herbicidal composition comprising a compound of Formula (I) according to claim 1 and an agriculturally acceptable formulation adjuvant.
11. The herbicidal composition according to claim 10 , further comprising at least one additional pesticide.
12. A herbicidal composition according to claim 11 , wherein the additional pesticide is an herbicide or herbicide safener.
13. A method of controlling weeds at a locus comprising applying to the locus of a weed, a weed controlling amount of a composition according to claim 10 .
14. A compound selected from the group consisting of:
15. The compound of claim 14 , wherein the compound is Compound 2.
16. The compound of claim 14 , wherein the compound is Compound 3.
17. The compound of claim 14 , wherein the compound is Compound 5.
18. The compound of claim 14 , wherein the compound is Compound 6.
19. The compound of claim 14 , wherein the compound is selected from Compounds 11-30.
20. The compound of claim 14 , wherein the compound is selected from Compounds 34-48.