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Article Dans Une Revue Journal of the Brazilian Chemical Society Année : 2010

An Efficient Protocol for Accessing beta-Amino Dicarbonyl Compounds through aza-Michael Reaction

Résumé

β-Amino dicarbonyl compounds comprise a class of useful ligands on the coordination chemistry. In view of their importance, an efficient and facile method for the synthesis of β-amino dicarbonyl compounds has been developed, exploring the aza-Michael addition reactions in an aqueous medium. It was possible to achieve good to excellent yields, along with regioselectivity, the substituted diethyl 2-(phenylmethyl)malonates that were easily isolated without any chromatographic purification. The correct configuration of two of these β-amino dicarbonyl compounds were confirmed by X-ray crystallography. A complementary mechanism of this aza-Michael protocol is proposed to explain the results obtained.

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Catalyse

Dates et versions

hal-00492595 , version 1 (16-06-2010)

Identifiants

Citer

I. Meskini, Loïc Toupet, M. Daoudi, A. Kerbal, Bruno Bennani, et al.. An Efficient Protocol for Accessing beta-Amino Dicarbonyl Compounds through aza-Michael Reaction. Journal of the Brazilian Chemical Society, 2010, 21, pp.1129-1135. ⟨10.1590/S0103-50532010000600025⟩. ⟨hal-00492595⟩
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