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Synfacts 2010(7): 0844-0844  
DOI: 10.1055/s-0029-1220091
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Hetero-Suzuki-Miyaura Cross-Coupling Using Palladium on Carbon

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
Y. Kitamura, S. Sako, A. Tsutsui, Y. Monguchi, T. Maegawa, Y. Kitade, H. Sajiki*
Gifu Pharmaceutical Univesity, Mitahora-higashi, Gifu University, Yanagido and Osaka University, Suita, Japan
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Publication History

Publication Date:
22 June 2010 (online)

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Significance

The Suzuki-Miyaura cross-­coupling of heteroaryl bromides with heteroaryl boronic acids was performed with palladium on carbon. Thus, reaction of 5-bromopyrimidine (1) with benzofuran-2-ylboronic acid (2) was carried out as shown to give 5-(benzofuran-2-yl)pyrimidine (3) in 98% yield. The Pd/C was recovered and reused four times without any loss of catalytic activity. A variety of heteroaryl halides and heteroaryl boronic acids were tolerated under similar reaction conditions to give the corresponding coupling products in high yield.