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Synfacts 2007(3): 0332-0332  
DOI: 10.1055/s-2007-968218
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Ullmann Diaryl Etherification Using an Immobilized Copper(II) Catalyst

Contributor(s): Yasuhiro Uozumi, Hiroe Takenaka
T. Miao*, L. Wang
Huaibei Coal Teachers College, Anhui and Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
20 February 2007 (online)

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Significance

3-(2-Aminoethylamino)propyl-functionalized silica gel immobilized copper(II) catalyst 1 was prepared via the two-step procedure shown in eq. 1. The reaction of phenols with aryl iodides, aryl bromides and aryl chlorides in the presence of potassium fluoride as a base in DMSO at 130 °C gave the corresponding cross-coupling products 2 in 73-99% yields by use of catalyst 1 (eq. 2). The silica gel supported catalyst 1 was readily recovered from the reaction mixture by simple filtration and reused 10 times without decrease in activity.