Synthesis 2004(6): 923-927  
DOI: 10.1055/s-2004-815996
PAPER
© Georg Thieme Verlag Stuttgart · New York

P-BEMP: A New Efficient and Commercially Available User-Friendly and Recyclable Heterogeneous Organocatalyst for the Michael Addition of 1,3-Dicarbonyl Compounds

David Bensa, Thierry Constantieux*, Jean Rodriguez*
UMR CNRS 6178 - SYMBIO Equipe RéSO, Réactivité en synthèse Organique, Univ. D’Aix-Marseille - Faculté des Sciences et techniques de Centre de St Jérôme - Case D12, 13397 Marseille Cedex 20, France
Fax: +33(4)91288841; e-Mail: jean.rodriguez@univ.u-3mrs.fr;
Further Information

Publication History

Received 23 October 2003
Publication Date:
04 March 2004 (online)

Abstract

Michael addition of 1,3-dicarbonyls with various Michael acceptors has been found to be catalyzed by commercially available, user-friendly and recyclable N-phenyl-tris(di-methylamino)iminophosphorane immobilized on polystyrene resin (P-BEMP). The reaction does not require anhydrous solvents or inert atmosphere and proceeds smoothly at room temperature leading to the corresponding adducts, which can be conveniently isolated in high yield and with high chemical purity by simple filtration.

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After the first reaction the color of the catalyst changed from yellow to brown, but this modification remains insensitive towards the catalytic activity.