Synthesis of a novel pyrrolo-[3,2-c]quinoline N-oxide by aza-Baylis-Hillman adduct of o-nitrobenzaldehyde - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Tetrahedron Letters Année : 2008

Synthesis of a novel pyrrolo-[3,2-c]quinoline N-oxide by aza-Baylis-Hillman adduct of o-nitrobenzaldehyde

Résumé

A new and high yielding approach for the synthesis of a novel pyrrolo-[3,2-c]quinoline N-oxide is described. The key step consisted in the palladium-catalyzed reductive cyclization of an uncomon 3-ketopyrrole derivative of o-nitrobenzaldehyde, obtained in a straightforward manner through an aza-Baylis-Hillman/ring closing metathesis/aromatization reaction. A deoxygenation reaction of this novel pyrrolo-[3,2-c]quinoline N-oxide afforded a new substituted pyrrolo-[3,2-c]quinoline analogue.
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Dates et versions

hal-00292948 , version 1 (01-02-2021)

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Evelina Colacino, Christophe Andre, Jean Martinez, Frédéric Lamaty. Synthesis of a novel pyrrolo-[3,2-c]quinoline N-oxide by aza-Baylis-Hillman adduct of o-nitrobenzaldehyde. Tetrahedron Letters, 2008, 49, pp.4953-4955. ⟨10.1016/j.tetlet.2008.05.121⟩. ⟨hal-00292948⟩
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