A general method for copper-catalyzed arylation of arene C-H bonds.

Autor: Do HQ; Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA., Khan RM, Daugulis O
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2008 Nov 12; Vol. 130 (45), pp. 15185-92. Date of Electronic Publication: 2008 Oct 15.
DOI: 10.1021/ja805688p
Abstrakt: A general method for copper-catalyzed arylation of sp (2) C-H bonds with p K a's below 35 has been developed. The method employs aryl halide as the coupling partner, lithium alkoxide or K 3PO 4 base, and DMF, DMPU, or mixed DMF/xylenes solvent. A variety of electron-rich and electron-poor heterocycles such as azoles, caffeine, thiophenes, benzofuran, pyridine oxides, pyridazine, and pyrimidine can be arylated. Furthermore, electron-poor arenes possessing at least two electron-withdrawing groups on a benzene ring can also be arylated. Two arylcopper-phenanthroline complex intermediates were independently synthesized.
Databáze: MEDLINE