Deterrents for arthropods and marine organisms

An arthropod deterrent composition comprising:

• a) at least one of an effective amount of the arthropod deterrent of the compound of Formula (I) or a salt thereof;
• b) at least one additional component selected from a group comprising fragrances, solvents, diluents, fixatives, carrier, paints, coatings, or combinations thereof;
• wherein A1, A2, and A3 is independently selected from a group consisting of carbon, nitrogen, oxygen, and sulfur;
• R1 and R2 are independently selected from a group consisting of hydrogen, deuterium, hydroxyl, C1-C6 substituted or unsubstituted alkyl, C2-C6 substituted or unsubstituted alkenyl, C1-C6 substituted or unsubstituted alkoxy;
• or R1 and R2 may be taken together to form a C1-C6 substituted or unsubstituted alkenyl, or ═O;
• and
• R3, R4, R5, R6, and R7 are independently selected from a group consisting of hydrogen, deuterium, halogen, hydroxyl, C1-C6 substituted or unsubstituted alkoxy, C1-C6 substituted or unsubstituted alkyl, R1 and R3 may be taken together to form a C1-C6 substituted or unsubstituted cycloalkyl, or C2-C6 substituted or unsubstituted cycloalkenyl, R2 and R3 may be taken together to form a C1-C6 substituted or unsubstituted cycloalkyl, or C2-C6 substituted or unsubstituted cycloalkenyl, or R3 and R4 may be taken together to form a C1-C5 substituted or unsubstituted cycloalkyl, C2-C6 substituted or unsubstituted cycloalkenyl, or substituted or unsubstituted aryl.

A process for preparing a compound of Formula (I), the process comprising:

• a. contacting a compound of Formula (III) with a compound of Formula (IV) to form a compound of Formula (V);
• and
• b. contacting a compound of Formula (V) with a compound of Formula (VI) in the presence of a base to corm a compound of Formula (I) according to the following reaction scheme:
• wherein:
• A1, A2, A3, and A4 are independently selected from a group consisting of C, N, O, and S;
• R1 and R2 are taken together as ═O;
• R3, R4, R5, R6, and R7 are independently selected from a group consisting of hydrogen, deuterium, halogen, hydroxyl, C1-C6 substituted or unsubstituted alkoxy, C1-C6 substituted or unsubstituted alkyl, or R3 and R4 may be taken together to form a C1-C5 substituted or unsubstituted cycloalkyl, C2-C6 substituted or unsubstituted cycloalkenyl, substituted or unsubstituted aryl;
• and R8 and R9 are independently selected from a group consisting of hydrogen, C1-C6 substituted or unsubstituted alkyl;
• and X is a halogen.

A compound of Formula (II) or a salt thereof:

• wherein A1 is selected from a group consisting of nitrogen, oxygen, and sulfur;
• R1, R2, and R3 are independently selected from a group is selected from a group consisting of hydrogen, hydroxyl, C1-C6 substituted or unsubstituted alkyl;
• C1-C6 substituted or unsubstituted alkenyl, C1-C6 substituted or unsubstituted alkoxy, and
• R4, R5, R6, R7, and R8 are independently selected from a group comprising of hydrogen, halogen, C1-C6 alkyl, C1-C6 halogenated alkyl, or R1 and R2 may be taken together to form a C2-C4 substituted or unsubstituted alkenyl, or ═O.

An arthropod deterrent composition comprising:

• a) at least one of an effective amount of the arthropod deterrent of the compound of Formula (II) or a salt thereof;
• b) at least one additional component selected from a group comprising fragrances, solvents, diluents, fixatives, carrier, paints, coatings, or combinations thereof;
• wherein A1 is selected from a group consisting of nitrogen, oxygen, and sulfur;
• R1, R2, and R3 are independently selected from a group is selected from a group consisting of hydrogen, hydroxyl, C1-C6 substituted or unsubstituted alkyl;
• C1-C6 substituted or unsubstituted alkenyl, C1-C6 substituted or unsubstituted alkoxy;
• and
• R4, R5, R6, R7, and R8 each independently selected from a group comprising of hydrogen, halogen, C1-C6 alkyl, C1-C6 halogenated alkyl, or R1 and R2 may be taken together to form a C2-C4 substituted or unsubstituted alkenyl, or ═O.