Suzuki-Miyaura Coupling Using Pd(OAc)2 Immobilized on Reversed-Phase Alumina

doi:10.1055/s-2008-1072801

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Synfacts 2008(6): 0652-0652
DOI: 10.1055/s-2008-1072801

Polymer-Supported Synthesis

Suzuki-Miyaura Coupling Using Pd(OAc)₂ Immobilized on Reversed-Phase Alumina

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
H. Hagiwara*, K. H. Ko, T. Hoshi, T. Suzuki
Niigata University, Japan

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Publication History

Publication Date:
21 May 2008 (online)

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Significance

Palladium(II) acetate immobilized on N,N-diethylaminopropyl amorphous alumina (NDEAP-Al₂O₃-Pd(OAc)₂) was synthesized and found to promote the Suzuki-Miyaura cross-coupling reaction. Thus, the reaction of Pd(OAc)₂ and N,N-diethylaminopropyl amorphous alumina in THF followed by evaporation to dryness gave NDEAP-Al₂O₃-Pd(OAc)₂ (Pd/alumina = 0.025 mol/g)_. The Suzuki-Miyaura coupling reaction of aryl halides with arylboronic acids was carried out in the presence of NDEAP-Al₂O₃-Pd(OAc)₂ (20 mol% Pd) in H₂O-EtOH to give the corresponding biaryls in high yield (17 examples, 74-100% yield).