Synthesis 2005(4): 547-550  
DOI: 10.1055/s-2005-861791
PAPER
© Georg Thieme Verlag Stuttgart · New York

The Conversion of Phenols to the Corresponding Aryl Halides Under Mild Conditions

Alicia L. S. Thompsona, George W. Kabalkab, Murthy R. Akulab, John W. Huffman*a
a Clemson University, Department of Chemistry, Clemson, South Carolina 29634-0973, USA
Fax: +1(864)6566613; e-Mail: huffman@clemson.edu;
b Departments of Chemistry and Radiology, The University of Tennessee, Knoxville, Tennessee 37996-1600, USA
Further Information

Publication History

Received 23 July 2004
Publication Date:
18 January 2005 (eFirst)

Abstract

Mild, novel procedures have been developed for the syntheses of aryl halides from the corresponding phenols in modest to good yields via boronate ester intermediates.

    References

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9

Pinacolboronates 6 could be converted to the corresponding boronic acid using NaIO4 and NH4OAc. The boronic acids were then converted to the aryl bromide under the conditions described in ref.7 The overall yields for this procedure were inferior to those developed subsequently.