Insecticidal N-(arylalkyl)-4-[Bis(substituted aryl)hydroxymethyl]azabicyclo[3.3.1.]nonanes and [3.2.1.]octanes

Abstract

Compounds for control of insects and arcarids are disclosed and exemplified which are N-(arylalkyl)-4-[bis(substituted aryl)hydroxymethyl]azabicyclo[3.3. 1 .]nonanes and [3.2.1.]octanes, including N-oxides thereof, N-(substituted-oxy) derivatives thereof, and agriculturally acceptable salts thereof, having the formula: ##STR1## Certain novel intermediates for these pesticidal compounds are also disclosed.

We claim: 
     
       1. A compound of the formula: ##STR11## in which m is 2 or 3; n is 0 or 1; W is hydrogen or alkoxy;   X is hydrogen, alkoxy, cycloalkylalkoxy, alkoxycarbonyl, alkoxycarbonylamino, alkoxyimino, haloalkoxyimino, or a five-or six-membered heteroaryl or heteroaryloxy in which one or more hetero atoms may be optionally substituted with an alkyl;   R 1  and R 2  are independently selected from hydrogen, haloalkyl, halothio, or haloalkoxy; and   when n is 1, Y represents (a) an N-oxide of the ring nitrogen or (b) an agriculturally acceptable anionic salt of the ring nitrogen; or (c) forms an OR 3  linkage in which R 3  is selected from hydrogen, alkyl, alkoxycarbonylalkyl, hydroxycarbonylethyl, in association with an agriculturally acceptable anion resulting in an anionic salt, or R 3  is an oxycarbonylalkyl group bearing a negative charge resulting in an inner salt.   
     
     
       2. The compound claim 1 in which W is hydrogen or propoxy, X is hydrogen, ethoxy, propoxy, butoxy, (C1-C3 alkoxy)carbonyl, (C1-C3 alkoxy)carbonylamino, 2-(C1-C2 alkyl)tetrazol-5-yl, pyridyl-2-yl, pyridyl-2-yloxy, or cyclopropylmethoxy; R 1  and R 2  are 4-trifluoromethyl or 4-trifluorormethoxy. 
     
     
       3. The insecticidal compounds of claim 1 in which W is hydrogen; X is propoxy, methoxycarbonylamino, or 2-ethyltetrazol-5-yl; R 1  and R 2  are 4-trifluoromethyl or 4-trifluoromethoxy; R 3  is methyl, ethoxycarbonylethyl, or an oxycarbonylethyl group, and the associated anionic or inner salts thereof. 
     
     
       4. An insecticidal composition comprising an insecticidally effective amount of the compound of claim 1 in admixture with an agriculturally acceptable diluent carrier, excipient, adjuvant or combination thereof. 
     
     
       5. A method for controlling insects comprising applying to a locus where control is desired an insecticidally effective amount of the compound of claim 1 or an agriculturally acceptable formulation thereof. 
     
     
       6. Compounds of the formula: ##STR12## in which m is 2 or 3; and R 1  and R 2  are 4-trifluoromethyl or 4-trifluoromethoxy.