Categories: C-O Bond Formation >
Synthesis of Phenols
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Name Reactions
Sandmeyer-type Reaction
Recent Literature
The direct and selective palladium-catalyzed synthesis of phenols from aryl
halides and KOH has been achieved through the use of highly active
monophosphine-based catalysts and the biphasic solvent system 1,4-dioxane/H2O.
K. W. Anderson, T. Ikawa, R. E. Tundel, S. L. Buchwald, J. Am. Chem. Soc., 2006,
128, 10694-10695.
Various siletanes have been used as substrates for the oxidation of
carbon-silicon bonds upon exposure to aqueous fluoride and peroxide. These
tetraalkylsilanes offer a combination of stability and reactivity with many
practical benefits, including compatibility with silicon protecting groups
and electron-rich aromatic rings.
J. D. Sunderhaus, H. Lam, G. B. Dudley, Org. Lett.,
2003,
8, 4571-4573.
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.
Drawbacks associated with the classic Balz-Schiemann reaction are eliminated
in a series of examples by conducting fluorodediazoniation in ionic liquid
solvents.
K. K. Laali, V. J. Gettwert, J. Fluorine Chem., 2001,
107, 31-34.
