N-acylated arylpyrroles useful as insecticidal, agents

A method for controlling insects, which comprises contacting said insects, their breeding grounds, food supply or habitat with an insecticidally, effective amount of an N-acylated arylpyrrole compound represented by the structural formula I:

• ##STR11## wherein X is F, Cl, Br, I or CF.sub.3 ;
• Y is F, Cl, Br, I or CF.sub.3 ;
• W is CN or NO.sub.2 ;
• L is H, F, Cl or Br;
• M and Q are each independently H, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.3 alkylsulfinyl, C.sub.1 -C.sub.3 alkylsulfonyl, cyano, F, Cl, Br, I, nitro, CF.sub.3, R.sub.1 CF.sub.2 Z, R.sub.2 CO or NR.sub.3 R.sub.4 ;
• and when M and Q are attached to adjacent carbon atoms in the phenyl ring and taken with the carbon atoms to which they are attached they may form a ring in which MQ represents the structure:
• ##STR12## Z is S(O)n or O;
• R.sub.1 is H, F, CHF.sub.2, CHFCl or CF.sub.3 ;
• R.sub.2 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or NR.sub.3 R.sub.4 ;
• R.sub.3 is H or C.sub.1 -C.sub.3 alkyl;
• R.sub.4 is H, C.sub.1 -C.sub.3 alkyl or R.sub.5 CO;
• R.sub.5 is H or C.sub.1 -C.sub.3 alkyl;
• n is an integer of 0, 1 or 2;
• and
• R is phenyl optionally substituted with one to three halogen atoms, one or two C.sub.1 -C.sub.4 alkyl groups, one C.sub.5 -C.sub.12 alkyl group, one to two C.sub.1 -C.sub.4 alkoxy groups, or one phenoxy, C.sub.1 -C.sub.4 alkylthio, trialkylsilyl, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, carbo-C.sub.1 -C.sub.4 -alkoxy, carboxy, CF.sub.3, CN, NO.sub.2, di(C.sub.1 -C.sub.4 alkyl)amino or C.sub.1 -C.sub.4 alkanoylamino;
• 1- or 2-naphthyl;
• 2-, 3- or 4-pyridyl optionally substituted with one to three halogen atoms;
• or
• a heteroaromatic 5-membered ring containing an oxygen, nitrogen, or a sulfur atom, and optionally substituted with one to three halogen atoms.

A method for protecting growing plants from attack by insects, which comprises applying to the foliage of said plants or to the soil or water in which they are growing, an insecticidally, effective amount of an N-acylated arylpyrrole having the structure:

• ##STR14## wherein X is F, Cl, Br, I or CF.sub.3 ;
• Y is F, Cl, Br, I or CF.sub.3 ;
• W is CN or NO.sub.2 ;
• L is H, F, Cl or Br;
• M and Q are each independently H, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio,
• C.sub.1 -C.sub.3 alkylsulfinyl, C.sub.1 -C.sub.3 alkylsulfonyl, cyano, F, Cl, Br, I, nitro, CF.sub.3,
• R.sub.1 CF.sub.2 Z, R.sub.2 CO or NR.sub.3 R.sub.4 ;
• and when M and Q are attached to adjacent carbon atoms in the phenyl ring and taken with the carbon atoms to which they are attached they may form a ring in which MQ represents the structure:
• ##STR15## Z is S(O)n or O;
• R.sub.1 is H, F, CHF.sub.2, CHFCl or CF.sub.3 ;
• R.sub.2 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or NR.sub.3 R.sub.4 ;
• R.sub.3 is H or C.sub.1 -C.sub.3 alkyl;
• R.sub.4 is H, C.sub.1 -C.sub.3 alkyl or R.sub.5 CO;
• R.sub.5 is H or C.sub.1 -C.sub.3 alkyl;
• n is an integer of 0, 1 or 2;
• and
• R is phenyl optionally substituted with one to three halogen atoms, one or two C.sub.1 -C.sub.4 alkyl groups, one C.sub.5 -C.sub.12 alkyl group, one to two C.sub.1 -C.sub.4 alkoxy groups, or one phenoxy, C.sub.1 -C.sub.4 alkylthio, trialkylsilyl, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, carbo-C.sub.1 -C.sub.4 -alkoxy, carboxy, CF.sub.3, CN, NO.sub.2, di(C.sub.1 -C.sub.4 alkyl)amino or C.sub.1 -C.sub.4 alkanoylamino;
• 1- or 2-naphthyl;
• 2-, 3- or 4-pyridyl optionally substituted with one to three halogen atoms;
• or
• a heteroaromatic 5-membered ring containing an oxygen, nitrogen, or a sulfur atom, and optionally substituted with one to three halogen atoms.