Microbiocidal heterocycles

1. A compound of formula I:

wherein

A is x-C(R 10 R 11 )—C(═O)—, x-C(R 12 R 13 )—C(═S)—, x-O—C(═O)—, x-O—C(═S)—, x-N(R 14 )—C(═O)—, x-N(R 15 )—C(═S)—or x-C(R 16 R 17 )—SO 2 —, x-N═C(R 30 )—, in each case x indicates the bond that is connected to R 1 ;

T is CR 18 or N;

Y 1 , Y 2 , Y 3 , and Y 4 are independently CR 19 or N;

Q is O or S;

n is 1 or 2;

p is 1 or 2, providing that when n is 2, p is 1;

R 1 is phenyl, pyridyl, imidazolyl, or pyrazolyl; wherein the phenyl, pyridyl, imidazolyl and pyrazolyl are each optionally substituted by 1 to 3 substituents independently selected from C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, halogen, cyano, hydroxy and amino;

R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 10 , R 11 , R 12 , R 13 , R 16 , R 17 , R 18 , R 19 and R 30 each independently are hydrogen, halogen, cyano, C 1 -C 4 alkyl, or C 1 -C 4 haloalkyl;

R 8 , R 14 and R 15 each independently are hydrogen or C 1 -C 4 alkyl; and

R 9 is phenyl, benzyl or group (a):

wherein the phenyl, benzyl and group (a) are each optionally substituted with 1 to 3 substituents independently selected from C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, halogen, cyano, hydroxy and amino;

or a salt or a N-oxide thereof.

2. The compound according to claim 1 , wherein

A is x-C(R 10 R 11 )—C(═O)—, x-C(R 12 R 13 )—C(═S), -x-O—C(═O)—, x-O—C(═O)—, x-O—C(═S)—, or x-C(R 16 R 17 )—SO 2 —, in each case x indicates the bond that is connected to R 1 ;

T is CR 18 or N;

Y 1 , Y 2 , Y 3 , and Y 4 are independently CR 19 or N providing that at least 2 of Y 1 , Y 2 , Y 3 , and Y 4 are CR 19 ;

Q is O or S;

n is 1 or 2;

p is 1;

R 1 is phenyl or pyrazolyl; wherein the phenyl and pyrazolyl are each optionally substituted by 1 to 3 substituents independently selected from C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, halogen, cyano, hydroxy, and amino;

R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 10 , R 11 , R 12 , R 13 , R 16 , R 17 , R 18 , and R 19 each independently are hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl;

R 8 is hydrogen or C 1 -C 4 alkyl; and

R 9 is phenyl, benzyl or group (a):

wherein the phenyl, benzyl and group (a) are each optionally substituted with 1 to 3 substituents independently selected from C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, halogen, cyano, hydroxy and amino.

3. The compound according to claim 1 , wherein

A is x-CR 10 R 11 —C(═O)—, x-O—C(═O)—, or x-CR 16 R 17 —SO 2 —, in each case x indicates the bond that is connected to R 1 ;

T is CR 18 ;

Y 1 , Y 2 , Y 3 , and Y 4 are independently CR 19 or N providing that at least 2 of Y 1 , Y 2 , Y 3 , and Y 4 are CR 19 and providing that there are no N—N bonds in the ring containing Y 1 , Y 3 , and Y 4 ;

Q is O or S;

n is 1 or 2;

p is 1;

R 1 is phenyl or pyrazolyl, wherein the phenyl and pyrazolyl are each optionally substituted with 1 to 3 substituents independently selected from C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, and halogen;

R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 10 , R 11 , R 16 , R 17 , R 18 , and R 19 each independently are hydrogen, fluoro, or methyl;

R 8 is hydrogen or methyl; and

R 9 is phenyl, benzyl or group (a):

wherein the phenyl, benzyl and group (a) are each optionally substituted with 1 to 3 substituents independently selected from C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, hydroxy and halogen.

4. The compound according to claim 1 , wherein

A is x-CH 2 —C(═O)—, x-O—C(═O)— or x-CH 2 —SO 2 —, in each case x indicates the bond that is connected to R 1 ;

T is CH;

Y 1 , Y 2 , Y 3 , and Y 4 are independently CH or N providing that at least 2 of Y 1 , Y 2 , Y 3 , and Y 4 are CH and providing that there are no N—N bonds in the ring containing Y 1 , Y 2 , Y 3 , and Y 4 ;

Q is O;

n is 1 or 2;

p is 1;

R 1 is phenyl or group (b):

wherein the phenyl and group (b) are each optionally substituted with 1 to 3 substituents independently selected from halogen, C 1 -C 4 alkyl and C 1 -C 4 haloalkyl;

R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are each hydrogen;

R 8 is hydrogen or methyl; and

R 9 is phenyl, benzyl or group (a):

wherein the phenyl, benzyl and group (a) are each optionally substituted with 1 to 3 substituents independently selected from C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, hydroxy and halogen.

5. The compound according to claim 1 , wherein

A is x-CH 2 —C(═O)—, wherein x indicates the bond that is connected to R 1 ;

T is CH;

Y 1 , Y 2 , Y 3 , and Y 4 are independently CH;

Q is O;

n is 2;

p is 1;

R 1 is selected from group (c) or (d):

wherein R 22 , R 23 , R 24 and R 25 are independently selected from hydrogen, halogen, methyl and halomethyl;

R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are each hydrogen;

R 8 is hydrogen or methyl; and

R 9 is phenyl, benzyl or group (a):

wherein the phenyl, benzyl and group (a) are each optionally substituted with 1 to 3 substituents independently selected from methyl, halomethyl, and halogen.

6. The compound according to claim 1 , wherein at least three of Y 1 , Y 2 , Y 3 and Y 4 are CH and the other of Y 1 , Y 2 , Y 3 and Y 4 is CH or N.

7. The compound according to claim 1 , wherein Y 2 is N.

8. The compound according to claim 1 , wherein p is 1 and n is 2.

9. The compound according to claim 1 , wherein R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are H.

10. The compound according to claim 1 , wherein Q is O.

11. A fungicidal composition comprising at least one compound as defined in claim 1 and an agriculturally acceptable carrier, optionally comprising an adjuvant, and optionally comprising at least one fungicidally active compound.

12. A method of controlling an infestation of plants, propagation material thereof, harvested crops or non-living materials by phytopathogenic or spoilage microorganisms or organisms potentially harmful to man, which comprises the application of a compound as defined in claim 1 to the plant, to parts of the plant or to the locus thereof, or to the propagation material thereof, or to any part of the non-living materials.

13. The method according to claim 12 , wherein the phytopathogenic microorganisms are fungal organisms.