Copper-Catalyzed Hydroxylation of Aryl Halides with Tetrabutylammonium Hydroxide: Synthesis of Substituted Phenols and Alkyl Aryl Ethers
Rajesh Paul, Md Ashif Ali, Tharmalingam Punniyamurthy*
*Department of Chemistry, Indian Institute of Technology
Guwahati, Guwahati 781039, India, Email: tpunni
iitg.ernet.in
R. Paul, M. A. Ali, T. Punniyamurthy, Synthesis, 2010, 4268-4272.
DOI: 10.1055/s-0030-1258965
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Abstract
For a selective hydroxylation of aryl iodides and aryl bromides with tetrabutylammonium hydroxide pentahydrate, a combination of copper(I) iodide and 8-hydroxyquinaldine in a mixture of dimethyl sulfoxide and water is used. The resulting phenols can be readily reacted with alkyl and allyl halides in situ to provide the corresponding alkyl or allyl aryl ethers in high yields.
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Key Words
phenols, aryl ethers, copper iodide, tetrabutylammonium hydroxide pentahydrate, aryl halides, hydroxylation
ID: J66-Y2010-3550
