Synthesis of a novel pyrrolo-[3,2-c]quinoline N-oxide by aza-Baylis-Hillman adduct of o-nitrobenzaldehyde |
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Authors: | Evelina Colacino |
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Institution: | Institut des Biomolécules Max Mousseron, UMR 5247 CNRS-Université Montpellier 1 et Université Montpellier 2, Place Eugène Bataillon, 34095 Montpellier cedex 05, France |
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Abstract: | 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 uncommon 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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Keywords: | aza-Baylis-Hillman (aza-BH) Ring closing metathesis (RCM) 3-Keto-pyrrole Hexacyclic keto-nitrone Reductive cyclization Nitrone deoxygenation |
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