Process for preparing substituted biphenyls

Details Process for preparing substituted biphenyls Process for preparing substituted biphenyls

2010-03-17

2011-10-04

Davis, Brian J (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

Reexamination Certificate

active

08030527

ABSTRACT:
A process for preparing substituted biphenyls of the formula Iin which the substituents are defined as follows:X is fluorine or chlorine;R1is nitro, amino or NHR3;R2is cyano, nitro, halogen, C1-C6-alkyl, C1-C-6-alkenyl, C1-C6-alkynyl, C1-C6-alkoxy, C1-C6-haloalkyl, C1-C6-alkylcarbonyl or phenyl;R3is C1-C4-alkyl, C1-C4-alkenyl or C1-C4-alkynyl;n is 1, 2 or 3, where in case that n is 2 or 3, the R.sup.2 radicals may also be different,which comprises reacting the compound of the formula IIin which Hal is halogen and X and R1are as defined above, in the presence of a base and of a palladium catalyst selected from the group of:3a) 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 orc) metallic palladium, optionally applied to support, in the presence of triarylphosphine or trialkylphosphine, in a solvent, with a diphenylborinic acid (III)in which R2and n are as defined above, where the triarylphosphines or trialkylphosphines used may be substituted.

REFERENCES:
patent: 6087542 (2000-07-01), Eicken et al.
patent: 6362380 (2002-03-01), Eicken et al.
patent: 2003/0100792 (2003-05-01), Koch et al.
patent: 2006/0116414 (2006-06-01), Dunkel et al.
patent: 2008/0183021 (2008-07-01), Engel et al.
patent: 1 285 924 (2003-02-01), None
patent: 2001-55360 (2001-02-01), None
patent: 2003-119175 (2003-04-01), None
patent: WO-97/33846 (1997-09-01), None
patent: WO-03/070705 (2003-08-01), None
patent: WO 2004/037791 (2004-06-01), None
Database CAPLUS on STN, Acc. No. 2004:370906, Nuss et al., WO 2004037791 (May 6, 2004) (abstract).
Gilbert et al., Tetrahedron Lett., vol. 32, No. 20, 1991, pp. 2277-2280.
Derwent Publ. Ltd., XP-002406829, 2001—347657, pp. 1-3.
Derwent Publ. Ltd., XP-002406830, 2003—498709, pp. 1-3.
Ito et al., Leter, No. 10, 2003, XP 002406825, pp. 1435-1438.
Winkle et al., Organic Process Research & Development, vol. 5, 2001, XP- 002406826, pp. 450-451.
D. G. Hall, “Boronic Acids”, Wiley-VCH, pp. 28-32, (2005).
M. F. Hawthorne, “Simple Procedure for the Conversion of Aryl Halides to the Corresponding Phenols”, J. Org. Chem., vol. 22, 1957, pp. 1001-1006.
Cole, Organometallics, vol. 11, No. 2, 1992, pp. 653-657.

Affiliated with

Also associated with

Rating

Process for preparing substituted biphenyls does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for preparing substituted biphenyls, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for preparing substituted biphenyls will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-4276745