Method for producing 1-indanoles and 1-indanamines

A process for preparing a 1-indanol and/or a 1-indanamine of formula (I) which comprises reacting a 1-(2-halophenyl)alkan-1-ol or 1-(2-halophenyl)alkan-1-amine (II) at elevated temperature under palladium catalysis in the presence of one or more phosphine ligands, a base, and a solvent,

• and in which the radicals, symbols, and indices are defined as follows:
• Y is NR1R2 or OR3,
• R1 is hydrogen or COR4,
• R2 is COR4,
• or R1 and R2 together form the group COCH2CH2CO or CO-phenylene-CO,
• R3 is Si(R5)3 or 2,2-dimethylpropanoyl,
• R4 is (C1-C6)-alkyl or phenyl,
• R5 is (C1-C6)-alkyl or phenyl,
• Hal is chlorine, bromine or iodine,
• R is fluorine, (C1-C3)-alkyl or (C1-C3)-alkoxy,
• X1 is hydrogen or (C1-C6)-alkyl,
• X2 is hydrogen or (C1-C6)-alkyl,
• X3 is hydrogen or (C1-C6)-alkyl,
• X4 is hydrogen or (C1-C6)-alkyl,
• or
• X1 and X2, or
• X3 and X4, or
• X1 and X3 together with the carbon atom to which they are bonded form in each case a 3- to 7-membered saturated ring,
• or
• Y and X1 together with the carbon atoms to which they are bonded form a 5- to 7-membered saturated ring,
• m is 0, 1, 2 or 3.