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Organocatalytic Decarboxylative Doebner-Knoevenagel Reactions between Arylaldehydes and Monoethyl Malonate Mediated by a Bifunctional Polymeric Catalyst

Jinni Lu, Patrick H. Toy*

*Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. of China, Email: phtoyhku.hk

J. Lu, P. H. Toy, Synlett, 2011, 1723-1726.

DOI: 10.1055/s-0030-1260808 (free Supporting Information)


Abstract

A bifunctional polystyrene bearing both DMAP and piperidine groups is an effective organocatalyst for decarboxylative Doebner-Knoevenagel reactions of arylaldehydes and monoethyl malonate to give E-cinnamates in high yields. A synergistic effect obtained by co-locating the two different catalytic amine groups on the same polymer backbone has been detected.

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Key Words

Doebner-Knoevenagel reaction, organocatalysis, polystyrene, DMAP, cinnamates


ID: J60-Y2011-2030