PICOLINAMIDES AS FUNGICIDES

1 . A compound of Formula I

wherein:

X is hydrogen or C(O)R 5 ;

Y is hydrogen, C(O)R 5 , or Q;

Q is

wherein Z is N or N + →O − and W is O or S;

R 1 is hydrogen or alkyl, substituted with 0, 1 or multiple R 8 ;

R 2 is methyl;

R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl, C 3 -C 6 cycloalkyl, aryl or heteroaryl, each optionally substituted with 0, 1 or multiple R 8 ; Alternatively, R 3 and R 3′ may be taken together to form a 3-6 membered saturated or partially saturated carbocycle or heterocycle, optionally substituted with 0, 1 or multiple R 8 ;

R 4 is chosen from aryl or heteroaryl, each optionally substituted with 0, 1 or multiple R 8 ;

R 5 is chosen from alkoxy or benzyloxy, each optionally substituted with 0, 1, or multiple R 8 ;

R 6 is chosen from hydrogen, alkoxy, or halo, each optionally substituted with 0, 1, or multiple R 8 ;

R 7 is chosen from hydrogen, —C(O)R 9 , or —CH 2 OC(O)R 9 ;

R 8 is chosen from hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkynyl, alkoxy, cyano, or heterocyclyl, each optionally substituted with 0, 1, or multiple R 10 ,

R 9 is chosen from alkyl, alkoxy, or aryl, each optionally substituted with 0, 1, or multiple R 8 ;

R 10 is chosen from hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkoxy, or heterocyclyl; and

R 11 is chosen from hydrogen or alkyl, each substituted with 0, 1 or multiple R 8 .

2 . The compound according to claim 1 , wherein X and Y are hydrogen.

3 . The compound according to claim 2 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl.

4 . The compound according to claim 2 , wherein R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl or taken together to form a 3-6 membered saturated carbocycle, each optionally substituted with 0, 1 or multiple R 8 .

5 . The compound according to claim 2 , wherein R 4 is aryl, optionally substituted with 0, 1 or multiple R 8 .

6 . The compound according to claim 2 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl, R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl or taken together to form a 3-6 membered saturated carbocycle, each optionally substituted with 0, 1 or multiple R 8 , and R 4 is aryl, optionally substituted with 0, 1 or multiple R 8 .

7 . The compound according to claim 1 , wherein X is C(O)R 5 and Y is hydrogen.

8 . The compound according to claim 7 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl.

9 . The compound according to claim 7 , wherein R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl or taken together to form a 3-6 membered saturated carbocycle, each optionally substituted with 0, 1 or multiple R 8 .

10 . The compound according to claim 7 , wherein R 4 is aryl, optionally substituted with 0, 1 or multiple R 8 .

11 . The compound according to claim 7 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl, R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl or taken together to form a 3-6 membered saturated carbocycle, each optionally substituted with 0, 1 or multiple R 8 , and R 4 is aryl, optionally substituted with 0, 1 or multiple R 8 .

12 . The compound according to claim 1 , wherein X is hydrogen and Y is Q.

13 . The compound according to claim 12 wherein Z is N.

14 . The compound according to claim 13 wherein W is O.

15 . The compound according to claim 14 , wherein R 6 is alkoxy.

16 . The compound according to claim 15 , wherein R 7 is hydrogen.

17 . The compound according to claim 16 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl.

18 . The compound according to claim 16 , wherein R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl or taken together to form a 3-6 membered saturated carbocycle, each optionally substituted with 0, 1 or multiple R 8 .

19 . The compound according to claim 16 , wherein R 4 is aryl, optionally substituted with 0, 1 or multiple R 8 .

20 . The compound according to claim 16 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl, R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl or taken together to form a 3-6 membered saturated carbocycle, each optionally substituted with 0, 1 or multiple R 8 , and R 4 is aryl, optionally substituted with 0, 1 or multiple R 8 .

21 . The compound according to claim 15 , wherein R 7 is chosen from —C(O)R 9 , or —CH 2 OC(O)R 9 .

22 . The compound according to claim 21 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl.

23 . The compound according to claim 21 , wherein R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl or taken together to form a 3-6 membered saturated carbocycle, each optionally substituted with 0, 1 or multiple R 8 .

24 . The compound according to claim 21 , wherein R 4 is aryl, optionally substituted with 0, 1 or multiple R 8 .

25 . The compound according to claim 21 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl, R 3 and R 3′ are independently chosen from C 2 -C 6 alkyl or taken together to form a 3-6 membered saturated carbocycle, each optionally substituted with 0, 1 or multiple R 8 , and R 4 is aryl, optionally substituted with 0, 1 or multiple R 8 .

26 . A composition for the control of a fungal pathogen including mixtures of at least one of the compounds of claim 1 and another pesticide including fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

27 . A composition for the control of a fungal pathogen including mixtures of at least one of the compounds of claim 16 and another pesticide including fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

28 . A composition for the control of a fungal pathogen including mixtures of at least one of the compounds of claim 21 and another pesticide including fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

29 . A method for the control and prevention of fungal attack on a plant, the method including the step of:

applying a fungicidally effective amount of at least one of the compounds of claim 1 to at least one of the plant, an area adjacent to the plant, soil adapted to support growth of the plant, a root of the plant, and foliage of the plant.

30 . A method for the control and prevention of fungal attack on a plant, the method including the step of:

applying a fungicidally effective amount of at least one of the compounds of any of claim 26 to at least one of the plant, an area adjacent to the plant, soil adapted to support growth of the plant, a root of the plant, and foliage of the plant.