Preparing aminoarylalkyl compounds

Process for preparing the compounds of formula (4) or salts thereof

• NH2-ARYL-R2 (4)
• where ARYL represents a substituted or unsubstituted carbocyclic C6-C24-aryl radical or a substituted or unsubstituted heteroaromatic C3-C16-hetaryl radical, and
• R2 is C1-C10-alkyl, C2-C10-alkenyl, C6-C24-aryl, C7-C15-arylalkyl, C3-C15-hetaryl or a 3- to 7-membered saturated or partially unsaturated heterocycle which may optionally be further substituted by radicals selected from the group:
• C1-C10-alkyl, C2-C10-alkenyl, C1-C10-alkoxy, C1-C10-perhaloalkyl, C2-C19-alkynyl, C6-C24-aryl, C3-C16-hetaryl, —COO—(C7-C15-arylalkyl), —OCOO—(C1-C10-alkyl), —OCOO—(C7-C15-arylalkyl), —OCOO—(C6-C24-aryl), —SO2—(C7-C15-arylalkyl), —SO3—(C7-C15-arylalkyl), —SO3(C6-C24-aryl), —SO3(C1-C10-alkyl), —COO—(C6-C24-aryl), —SO2(C1-C10-alkyl), —SO2(C6-C24-aryl), —CO—(C6-C24-aryl), —SO2—NH—(C7-C15-arylalkyl), —SO2NH—(C6-C24-aryl) or —SO2(NR9R10), where R9 and R10 may be the same or different and each independently represent C1-C10-alkyl or C6-C24-aryl or NR9R10 together form a 5- to 7-membered ring, C1-C8-mono- or -dialkylamino, halogen, —OCO—(NR11R12) or —CO—(NR11R12), where R11 and R12 may be the same or different and each independently represent Q-C10-alkyl or C6-C24-aryl, or —NR11R12 together form a 5- to 7-membered ring,
• characterized in that in a step a) compounds of formula (5)
• NH2-ARYL-X (5)
• where ARYL is as defined above and X is Cl, Br, I or —OSO2—R8 where R8 is C1-C10-alkyl, C1-C10-perhaloalkyl, C7-C15-arylalkyl or C6-C24-aryl or R8 is C1-C10-alkyl or C6-C24-aryl each singly or multiply but not wholly substituted by C1-C10-alkoxy, Cl, Br or F,
• are reacted with compounds of formula (6)
• R1—Z (6)
• where R1 is —COOR3 or —SO2—R4, where R3 and R4 may be the same or different and are each selected from the group:
• C1-C10-alkyl, C2-C10-alkenyl, C1-C10-perhaloalkyl, C7-C15-arylalkyl or C6-C24-aryl, or R3 or R4 is C1-C10-alkyl or C6-C24-aryl each singly or multiply but not wholly substituted by C1-C10-alkoxy, Cl, Br or F, or R1 is —SO2—NH—(C1-C10-alkyl), —SO2—NH—(C7-C15-arylalkyl), —SO2NH—(C6-C24-aryl) or —SO2(NR5R6), where R5 and R6 each represent C1-C10-alkyl, or NR5R6 together form a 5- to 7-membered ring, and
• Z represents fluorine, chlorine, bromine, iodine or optionally substituted or unsubstituted —O—CO2—(C1-C10-alkyl), —O—CO2—(C6-C24-aryl), —O—CO2—(C7-C15-arylalkyl), —OSO2(C1-C10-alkyl), —OSO2(C6-C24-aryl), —OSO2—NH—(C7-C15-arylalkyl) or —OSO2—(C7-C15-arylalkyl) to form compounds of formula (7)
• W-ARYL-X (7)
• where ARYL and X are each as defined above and W is —NHR1 or —N(R1)2, where R1 is as defined above, and
• in a step b) the compounds of formula (7) are reacted with compounds of formula (3)
• R2-MeY (3)
• where R2 is as defined above and Y is an anionic ligand and Me is a metal selected from the group Mg, Ca, Mn, Zn,
• in the presence of at least one iron source to form compounds of formula (1), and
• in a step c) the compounds of formula (1) are reacted in the presence of acids or bases to form compounds of formula (4).