申请人:Smidt Sebastian Peer
公开号:US20090005597A1
公开(公告)日:2009-01-01
A process for preparing substituted biphenyls of the formula I
in which the substituents are defined as follows:
X is fluorine or chlorine;
R
1
is nitro, amino or NHR
3
;
R
2
is cyano, nitro, halogen, C
1
-C
6
-alkyl, C
1
-C
6
-alkenyl, C
1
-C
6
-alkynyl, C
1
-C
6
-alkoxy, C
1
-C
6
-haloalkyl, C
1
-C
6
-alkylcarbonyl or phenyl;
R
3
is C
1
-C
4
-alkyl, C
1
-C
4
-alkenyl or C
1
-C
4
-alkynyl;
n is 1, 2 or 3, where in case that n is 2 or 3, the R
2
radicals may also be different,
which comprises reacting the compound of the formula II
in which Hal is halogen and X and R
1
are as defined above, in the presence of a base and of a palladium catalyst selected from the group of:
a) palladium-triarylphosphine or -trialkylphosphine complex with palladium in the zero oxidation state,
b) salt of palladium in the presence of triarylphospine or trialkylphosphine as a complex ligand or
c) metallic palladium, optionally applied to support,
in the presence of triarylphosphine or trialkylphosphine, in a solvent, with a diphenylborinic acid (III)
in which R
2
and n are as defined above, where the triarylphosphines or trialkylphosphines used may be substituted.