Open AccessPalladium-Catalyzed Indole, Pyrrole, and Furan Arylation by Aryl Chlorides
Author(s) -
Enrico T. Nadres,
A. M. Lazareva,
Olafs Daugulis
Publication year - 2010
Publication title -
journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/jo1018969
Subject(s) - chemistry , palladium , aryl , furan , catalysis , pyrrole , ligand (biochemistry) , indole test , solvent , organic chemistry , base (topology) , combinatorial chemistry , palladium(ii) acetate , medicinal chemistry , mathematical analysis , biochemistry , alkyl , receptor , mathematics
The palladium-catalyzed direct arylation of indoles, pyrroles, and furans by aryl chlorides has been demonstrated. The method employs a palladium acetate catalyst, 2-(dicyclohexylphosphino)-biphenyl ligand, and an inorganic base. Electron-rich and electron-poor aryl chlorides as well as chloropyridine coupling partners can be used, and arylated heterocycles are obtained in moderate to good yields. Optimization of base, ligand, and solvent is required for achieving best results.