Substituted aryl keto-enolic heterocycles
AssigneeBayer Aktiengesellschaft
InventorsJurgen Bachmann, Thomas Bretschneider, Reiner Fischer, Bernd-Wieland Kruger, Hans-Joachim Santel, Markus Dollinger, Christoph Erdelen, Ulrike Wachendorff-Neumann
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Abstract
The aryl-keto-enolic heterocycles according to the invention have the formula (I), in which Het stands for a heterocyclic group from the series (a), (b) or (c), and X, Y, Z, n, A, B, E, L and M have the meanings given in the description. The compounds having the formula (I) are pesticides, in particular acaricides, insecticides, fungicides and herbicides. Also disclosed is their preparation. ##STR1##
Claims13
A substituted aryl keto-enolic heterocycle of the formula ##STR49## in which X represents alkyl, halogen or alkoxy,
- Y represents hydrogen, alkyl, halogen, alkoxy or halogenoalkyl,
- Z represents alkyl, halogen or alkoxy,
- n represents a number 0, 1, 2 or 3,
- Het represents a heterocyclic group selected from the group consisting of ##STR50## A and B can be identical or different and represent hydrogen, in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl which is optionally interrupted by at least one heteroatom, or aryl, aralkyl or hetaryl each of which is optionally substituted by halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy or nitro,
- A and B, together with the carbon atom to which they are attached, form a saturated or unsaturated ring which is optionally interrupted by at least one heteroatom and is optionally substituted,
- E represents hydrogen, in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl which is optionally interrupted by at least one heteroatom, or aryl, aralkyl or hetaryl each of which is optionally substituted by halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy or nitro,
- or in which
- A and E, together with the atoms to which they are attached, form a saturated or unsaturated monocyclic, bicyclic or tricyclic ring system which is optionally interrupted by at least one heteroatom and is optionally substituted,
- L represents an alkanediyl group,
- M represents one of the following groups:
- ##STR51## in which R.sup.1 represents hydrogen or alkyl,
- R.sup.2 represents in each case optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, alkoxyalkyl, alkylthioalkyl, aryl or aralkyl,
- R.sup.3 represents optionally substituted alkyl, aryl or aralkyl,
- or the enantiomerically pure forms thereof.
A process for the preparation of the substituted aryl keto-enolic heterocycle according to claim 1, wherein in order to obtain a compound of the formula (la), ##STR62## in which A, B, L, M, X, Y, Z and n have the meaning given in claim 11, a compound of the formula (IIa) ##STR63## in which A, B, X, Y, Z and n have the meaning given in claim 11 is reacted with compounds of the formula (III)
- G--L--M (III)
- in which
- L and M have the meaning given in claim 11
- and
- G represents a leaving group, in the presence of a diluent and in the presence of a base;
- (B) in order to obtain compounds of the formula (Ib) ##STR64## in which A, B, E, L, M, X, Y, Z and n have the meaning in claim 11 a compound of the formula (IIb) ##STR65## in which A, B, E, X, Y, Z and n have the meaning in, claim 11 is reacted with compounds of the formula (III)
- G--L--M (III)
- in which
- L and M have the meaning given above
- and
- G represents a leaving group in the presence of a diluent and in the presence of a base;
- and
- (C) in order to obtain a compound of the formula (Ic) ##STR66## in which A, E, L, M, X, Y, Z and n have the meaning given in claim 1 a compound of the formula (IIc) ##STR67## in which B, E, X, Y, Z and n have the meaning given in claim 1 is reacted with a compound of the formula (III)
- G--L--M (III)
- in which
- L and M have the meaning given above
- and
- G represents a leaving group in the presence of a diluent and in the presence of a base.
Dependencies are inferred from the claim text.