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Synthesis of Diaryl Ethers through the Copper-Promoted Arylation of Phenols with Arylboronic Acids. An Expedient Synthesis of Thyroxine

David A. Evans*, Jeffrey L. Katz and Theodore R. West

*Department of Chemistry & Chemical Biology, Harvard University, Cambridge, MA 02138, USA, Email:

D. A. Evans, J. L. Katz, T. R. West, Tetrahedron Lett., 1998, 39, 2937-2940.

DOI: 10.1016/S0040-4039(98)00502-4


Diaryl ethers are readily synthesized in high yield at room temperature through the copper(II)-promoted coupling of arylboronic acids and phenols. The reaction is tolerant of a wide range of substituents on both coupling partners. The reaction conditions permit the racemization-free arylation of phenolic amino acids.

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Key Words

Boronic Acids, Ether Synthesis, Cross Coupling, Copper (II) acetate, Arylation, Chan-Lam Coupling

ID: J72-Y1998-040