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Aminomethylation of lithiated nicotinamide: access to new pyridolactams

Emilie Prieur 1 Rabah Azzouz 1 Geoffrey Deguest 1 Corinne Fruit 1 Laurent Bischoff 1 Francis Marsais 2
1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
2 IRCOF - Institut de Chimie Organique Fine
Abstract : New 2,3-dihydropyrrolopyridinones were conveniently prepared by trapping lithiated pyridine carboxamides with highly reactive formimines. In this Letter, we report that a wide range of N-functionalised compounds can be synthesised in one step by this process, allowing the presence of ethers, acetals or ester moieties.
Keywords : Pyridine Metalation Formimine Lactam Aminomethylation
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02385012
Contributor : Laurent Bischoff <>
Submitted on : Thursday, November 28, 2019 - 4:01:39 PM
Last modification on : Thursday, July 2, 2020 - 3:29:52 AM

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Emilie Prieur, Rabah Azzouz, Geoffrey Deguest, Corinne Fruit, Laurent Bischoff, et al.. Aminomethylation of lithiated nicotinamide: access to new pyridolactams. Tetrahedron Letters, Elsevier, 2008, 49 (3), pp.437-440. ⟨10.1016/j.tetlet.2007.11.109⟩. ⟨hal-02385012⟩

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