Influence of Guanidinium Salts and Other Ionic Liquids on the Three-Component Aza-Diels Alder Reaction

Publication Type
Journal contribution (peer reviewed)
Authors
Mert-Balci, F.; Imrich, H.-G.; Conrad, J.; Beifuss, U.
Year of publication
2013
Published in
Helv. Chim. Acta
Band/Volume
96/
DOI
10.1002/hlca.201200655
Page (from - to)
1681-1692
Abstract

The three-component reaction of aniline, benzaldehyde, and dienophiles such as 2,3-dihydrofuran, ethyl vinyl ether, 2,3-dihydropyran, and cyclopentadiene can be promoted by ionic liquids like imidazolium salts and guanidinium salts under thermal as well as microwave conditions. The chemical yield as well as the diastereoselectivity of the Povarov reaction strongly depend on the ionic liquid employed. The guanidinium salts can be recycled and reused several times without loss of reactivity.

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