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Synfacts 2007(7): 0778-0778  
DOI: 10.1055/s-2007-968696
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Chromatography-Free Suzuki-Miyaura Reactions Using Polymer Reagents

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada
E. Vickerstaffe, A.-L. Villard, M. Ladlow, S. V. Ley*
University of Cambridge, UK
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Publication History

Publication Date:
22 June 2007 (online)

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Significance

A Suzuki-Miyaura reaction protocol that gave coupling products in high purity without the need of chromatographic purification or aqueous work-up was developed. The reaction of aryl halides 1 and arylboronic acids 2 (2 mol equiv) with a polyurea-encapsulated Pd(OAc)2 [Pd(OAc)2 EnCat] and a polymer-supported ammonium carbonate (MP-carbonate) under thermal or microwave conditions gave crude 3 with 2. Incubation with N,N-diethanolaminomethyl polystyrene (PS-DEAM) afforded 3 in high yield with high purity.