An Efficient Synthesis of Phenol via CuI/8-Hydroxyquinoline-Catalyzed Hydroxylation of Aryl Halides and Potassium Hydroxide

Stefan Maurer, Wei Liu, Xiaojing Zhang, Yongwen Jiang*, Dawei Ma*

*State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200062, P. R. of China, Email: jiangywmail.sioc.ac.cn, madwmail.sioc.ac.cn

S. Maurer, W. Liu, X. Zhang, Y. Jiang, D. Ma, Synlett, 2010, 976-978.

DOI: 10.1055/s-0029-1219548

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Abstract

A CuI/8-hydroxyquinoline-catalyzed direct hydroxylation of aryl iodides with KOH takes place at 100˚C in a mixed solvent system providing a broad range of phenols. Aryl bromides are less reactive under these reaction conditions.

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Key Words

coupling, hydroxylation, 8-hydroxyquinoline, phenols

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ID: J60-Y2010-0950