Synfacts 2006(6): 0629-0629  
DOI: 10.1055/s-2006-941802
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Expanding the Utility of One-Pot Multistep Reaction Networks

Contributor(s): Yasuhiro Uozumi, Tomohiko Beppu
N. T. S. Phan, C. S. Gill, J. V. Nguyen, Z. J. Zhang, C. W. Jones*
Georgia Institute of Technology, Atlanta, USA
Further Information

Publication History

Publication Date:
19 May 2006 (online)

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Significance

Multistep sequential organic transformations were realized in a one-pot procedure by a combination of acid, base, and hydrogenation catalysts which were immobilized on polymer beads, ferrite nanoparticles, and a membrane, respectively. Thus, the combination of a resin-supported acidic catalyst (green), a nanoparticle-bound basic catalyst (blue) and a membrane-enclosed Pt/Al2O3 catalyst (yellow) promoted the tandem deacetalization-Knoevenagel hydrogenation reaction of benzaldehyde dimethylacetal (A) in the presence of water, malononitrile, and H2 at room temperature for 49 h (1 h at 1 atm, and 48 h at 1000 psi) to give D in 78% yield in a one-pot reaction. After the reaction, the three catalysts were readily separated and recovered. Pt/Al2O3 was recovered with a membrane, resin-supported acidic catalyst and the nanoparticle-bound basic catalyst were recovered by magnetic decantation and gravimetric decantation, respectively.