Compounds

A method of producing a compound of Formula (I) comprising the step of reacting a compound represented by formula (II) with R2OArXCOA:

• wherein
• RF1 and RF2 are independently selected from —CF3, —CH2CF3, —CH2CHF2, —CHFCF3, —CHFCHF2, —CHFCH2F, —CF2CF3, —CF2CH3, —CF2CH2F, —CF2CHF2, —CF3, —CH2CCl3, —CH2CHCl2, —CH2CBr3, —CH2CHBr3, —CH2NO2, —CH2CH2NO2, —CH2CN, —CH2CH2CN, and —CH2CH2OCH3;
• Z is selected from O═ and S═;
• R1 is selected from C1-10alkyl;
• C1-10alkyl substituted by at least one of halogen, cyano, acetoxymethyl and nitro;
• C2-10alkenyl;
• C2-10alkenyl substituted by at least one of halogen, cyano, acetoxymethyl and nitro;
• C2-10alkynyl;
• C2-10alkynyl substituted by at least one of halogen, cyano, acetoxymethyl and nitro;
• R3R4N—C1-6alkyl;
• R3R4NC(═O)—C1-6alkyl;
• R3O—C1-6alkyl;
• R3OC(═O)—C1-6alkyl;
• R3C(═O)—C1-6alkyl;
• R3C(═O)NR3—C1-6alkyl;
• R3R4NSO2—C1-6alkyl;
• R3OSO2N(R4)—C1-6alkyl;
• R3R4NO(═O)N(R5)—C1-6alkyl;
• R3R4NSO2N(R5)—C1-6alkyl;
• aryl-C1-6alkyl;
• aryl-O(═O)—C1-6alkyl;
• heterocyclyl-C1-6alkyl;
• heterocyclyl-O(═O)—C1-6alkyl;
• substituted aryl-C1-6alkyl;
• substituted aryl-O(═O)—C1-6alkyl;
• substituted heterocyclyl-C1-6alkyl;
• substituted heterocyclyl-O(═O)—C1-6alkyl;
• and C1-10hydrocarbylamino;
• R2 is selected from C1-6alkyl, substituted C1-6alkyl, C2-6alkenyl, substituted C2-6alkenyl, C2-6alkynyl, substituted C2-6alkynyl, C3-6cycloalkyl, substituted C3-6cycloalkyl, aryl, substituted aryl, and C5-6heteroaryl, and substituted C5-6heteroaryl;
• R3, R4 and R5 are independently selected from —H, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, and a divalent C1-6 group that together with another divalent C1-6 group forms a portion of a ring;
• X is selected from —NR6—, —C(═O)—, —CH2—CH2—, —CH═CH—, —O—, —C(R6)(R7)—, and —S(O)n—, wherein n is 0, 1 or 2, wherein R6 and R7 are independently C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C1-6alkoxy, —OH, or —H;
• A is selected from —OH, —Cl, —Br, and —I;
• Ar is selected from an arylene:
• an heteroarylene:
• an arylene substituted by at least one group selected from C1-6alkyl, halogen, trifluoromethyl, cyano, nitro, hydroxy and C1-6alkoxy;
• and an heteroarylene substituted by at least one group selected from C1-6alkyl, halogen, trifluoromethyl, cyano, nitro, hydroxy and C1-6alkoxy;
• and
• Y is selected from CH═ and N═.

A method of producing a compound of Formula (I) comprising the step of reacting a compound represented by formula (III) with formaldehyde:

• wherein
• r and s are selected from 0, 1 and 2;
• R10 is selected from C1-6alkylene, —O—, and —NR11—, wherein R11 is a C1-6alkyl;
• RF1 and RF2 are independently selected from —CF3, —CH2CF3, —CH2CHF2, —CHFCF3, —CHFCHF2, —CHFCH2F, —CF2CF3, —CF2CH3, —CF2CH2F, —CF2CHF2, —CF3, —CH2CCl3, —CH2CHCl2, —CH2CBr3, —CH2CHBr3, —CH2NO2, —CH2CH2NO2, —CH2CN, —CH2CH2CN, and —CH2CH2OCH3;
• X is selected from —NR6—, —C(═O)—, —CH2—CH2—, —CH═CH—, —O—, —C(R6)(R7)—, and —S(O)n—, wherein n is 0, 1 or 2, wherein R6 and R7 are independently C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C1-6alkoxy, —OH, or —H;
• Ar is selected from an arylene;
• an heteroarylene;
• an arylene substituted by at least one group selected from C1-6alkyl, halogen, trifluoromethyl, cyano, nitro, hydroxy and C1-6alkoxy;
• and an heteroarylene substituted by at least one group selected from C1-6alkyl, halogen, trifluoromethyl, cyano, nitro, hydroxy and C1-6alkoxy;
• R2 is selected from C1-6alkyl, substituted C1-6alkyl, C2-6alkenyl, substituted C2-6alkenyl, C2-6alkynyl, substituted C2-6alkynyl, C3-6cycloalkyl, substituted C3-6cycloalkyl, aryl, substituted aryl, and C5-6heteroaryl, and substituted C5-6heteroaryl;
• and
• Y is selected from CH═ and N═.