The preparation avoids the use of alpha-halo-alpha,beta-unsaturated nitrile, ester and nitro compounds and the Strecker synthesis method for preparing arylpyrrole compounds such as chlorfenapyr

摘要

A process for the preparation of 2-aryl-5-(perfluoroalkyl)pyrrole compounds of the Formula (I). The process comprises reacting an N-[1-chloro-1-(perfluoroalkyl)methyl]arylimidoyl chloride having the Formula (II) with a dieneophile compound or a substituted haloethane compound, and a base, in the presence of a solvent. The dieneophile compound having the Formula (III) and the substituted haloethane compound having the Formula (VI). The compounds of Formula (I) are useful in the preparation of other insecticidal and acaricidal agents. Wherein; W is hydrogen or CmF2m+1; Y is CN, NO2 or CO2R; R is C1-4alkyl; m and n are each independently an integer of 1 to 8; A is Formula (VII) or Formula (VIII); wherein L is hydrogen or halogen, M and Q are each independently hydrogen, halogen, CN, NO2, C1-4alkyl, C1-4haloalkyl, C1-4alkoxy, C1-4haloalkoxy, C1-4alkylthio, C1-4haloalkylthio, C1-4alkylsulfinyl, C1-4haloalkylsulfinyl, C1-4alkylsulfonyl or C1-4haloalkylsulfonyl or M and Q are on adjacent positions that may be taken together with the carbon atoms to which they are attached to form a ring in which MQ represents the structure -OCH2O-, OCF2O- or -CH=CH-CH=CH-; R1, R2 and R3 are each independently hydrogen, halogen, NO2 or CHO, or R2 and R3 may be taken together with the atoms to which they are attached to form a ring in which R2R3 is represented by Formula (IX); wherein R4, R5, R6, and R7 are each independently hydrogen, halogen, CN or NO2; and X is O or S; Z is Cl, Br or I.