Premium
Ligand‐Free‐Palladium‐Catalyzed Direct 4‐Arylation of Isoxazoles Using Aryl Bromides
Author(s) -
Fall Yacoub,
Reynaud Céline,
Doucet Henri,
Santelli Maurice
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900309
Subject(s) - chemistry , palladium , aryl , nitrile , catalysis , trifluoromethyl , nitro , ligand (biochemistry) , bromide , medicinal chemistry , combinatorial chemistry , organic chemistry , biochemistry , alkyl , receptor
4‐Arylisoxazoles can be easily prepared by a palladium‐catalysed C–H bond activation/arylation of 3,5‐disubstituted isoxazoles using aryl or heteroaryl bromides. Good yields were generally obtained by using 0.1–0.5 mol‐% of the air‐stable PdCl 2 complex as the catalyst. A range of functional groups such as acetyl, formyl, ester, fluoro, nitro, trifluoromethyl or nitrile on the aryl bromide is tolerated. This reaction is environmentally attractive, as the major waste is KBr/AcOH instead of the metallic salts arising from classical cross‐coupling procedures. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)