Synthesis of dibenzofurans directly from aryl halides and ortho-bromophenols via one-pot consecutive SNAr and intramolecular palladium-catalyzed aryl-aryl coupling reactions.
A series of dibenzofurans were efficiently and conveniently synthesized via one-pot consecutive C(sp(2))-O bond formation reaction (SNAr) in the presence of anhydrous K(2)CO(3), followed by C(sp(2))-C(sp(2)) bond formation reaction (intramolecular palladium-catalyzed aryl-aryl coupling reaction) between aryl halides and ortho-bromophenols. The desired dibenzofurans were obtained in 32-99% isolated yields.
Xu
Hui
H
Laboratory of Pharmaceutical Synthesis, College of Sciences, Northwest A&F University, Yangling, China. orgxuhui@nwsuaf.edu.cn
Fan
Ling-Ling
LL
D001572:Benzofurans / Q000138:chemical synthesis*; D002384:Catalysis; D002840:Chromates; D002855:Chromatography, Thin Layer; D006846:Hydrocarbons, Halogenated / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D010165:Palladium; D010636:Phenols / Q000737:chemistry; D017680:Potassium Compounds; D021241:Spectrometry, Mass, Electrospray Ionization
D001572:Benzofurans; D002840:Chromates; D006846:Hydrocarbons, Halogenated; D007202:Indicators and Reagents; D010636:Phenols; D017680:Potassium Compounds; C027373:potassium chromate(VI); D010165:Palladium; C023614:dibenzofuran; C032038:2-bromophenol