Insecticidal (dihalopropenyl) phenylalkyl substituted dihydrobenzofuran and dihydrobenzopyran derivatives
View Patent ↗Insecticidal (dihalopropenyl) phenylalkyl substituted dihydrobenzofuran and dihydrobenzopyran derivatives of Formula I are disclosed. These compounds provide unexpected insecticidal activity across a spectrum of insect pests combined with desirable physical properties including improved photostability. wherein x and y are integers independently selected from 0 or 1; and B is a bridging group *—(CR 16 R 17 ) q —(CR 18 R 19 ) r —(CR 20 R 21 ) s —L t —(CR 22 R 23 ) u —(CR 24 R 25 ) v —(CR 26 R 27 ) w —, where the asterisk denotes attachment at A; and q, r, s, u, v and w are integers independently selected from 0, 1 and 2; and t is an integer selected from 0 and 1. A, D, E, G, M, R through R 11 , and R 16 through R 27 , inclusively, are fully described herein. In addition, compositions comprising an insecticidally effective amount of at least one compound of formula I and methods of controlling insects by applying said compositions to a locus where insects are present or are expected to be present are also disclosed.
1. A compound of formula II
wherein:
R 1 and R 2 are hydrogen;
R and R 3 are selected from halogen and (C 1 to C 3 ) alkyl;
R 5 is halogen;
R 7 , R 8 and R 9 are hydrogen, halogen, halo (C 1 -C 4 )alkyl or nitro;
R 10 and R 11 are hydrogen or taken together are ═O;
B is (CH2)n where n is an integer from 2 to 6; and
M is C(R 32 R 33 ) where R 32 and R 33 are halogen or (C 1 -C 4 )alkyl.
2. A compound of claim 1 , wherein
C 32 and C 33 are C 1 to C 4 alkyl.
3. A compound of claim 1 , wherein C 32 and C 33 are methyl.
4. The compound:
namely, 5-(3,3-dichloroprop-2-enyloxy)-2-[4-(2,2-dimethyl(2,3-dihydrobenzo[2,3-b]furan-7-yloxy))butoxy]-1,3-dichlorobenzene.
5. A composition comprising an insecticidally effective amount of a compound of claim 1 and at least one agriculturally acceptable extender or adjuvant.
6. The insecticidal composition of claim 5 , further comprising one or more second compounds selected from the group consisting of pesticides, plant growth regulators, fertilizers and soil conditioners.
7. A method of controlling insects, comprising applying an insecticidally effective amount of a composition of claim 5 to a locus where insects are present or are expected to be present.
8. A method of controlling insects, comprising applying an insecticidally effective amount of a composition of claim 6 to a locus where insects are present or are expected to be present.