Synthesis of aryl ethers

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Name Reactions

Recent Literature

Self-assembled octanuclear copper clusters catalyzed the coupling of aryl iodides with alcohols under mild conditions. Reactions involving low catalyst loadings (0.4%) and tetrahydrofurfuryl alcohol were typically complete in 4-8 h at 110°C using an oil bath or 1-3 h with microwave heating.
G. F. Manbeck, A. J. Lipman, R. A. Stockland, A. L. Freidl, A. F. Hasler, J. J. Stone, I. A. Guzei, J. Org. Chem., 2005, 70, 244-250.

Ullmann-type coupling reactions of aryl iodides and aliphatic alcohols occur at 110 °C with N,N-dimethylglycine as the ligand, giving aryl alkyl ethers in high yields.
H. Zhang, D. Ma, W. Cao, Synlett, 2007, 243-246.

A simple and mild coupling method of aryl iodides and aliphatic alcohols, which does not require alkoxide bases, can be performed in neat alcohol or toluene as solvent. An optically active benzylic alcohol underwent the reaction with complete retention of configuration.
M. Wolter, G. Nordmann, G. E. Job, S. L. Buchwald, Org. Lett., 2002, 4, 973-976.

A one-pot method for the preparation of alkyl aryl ethers from aryl halides and the preparation of substituted benzofurans via a Pd-catalyzed phenol formation/cyclization protocol starting from 2-chloroaryl alkynes are described.
K. W. Anderson, T. Ikawa, R. E. Tundel, S. L. Buchwald, J. Am. Chem. Soc., 2006, 128, 10694-10695.

A palladium-catalyzed synthesis of aryl tert-butyl ethers from a variety of unactivated aryl bromides or chlorides is described. The ether products, which are precursors to phenols, are obtained in very good yield in the presence of air-stable dialkylphosphinobiphenyl ligands.
C. A. Parrish, S. L. Buchwald, J. Org. Chem, 2001, 66, 2498-2500.