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Efficient synthesis of 3-arylaminopyrroline-2-ones by the tandem reaction of anilines and β,γ-unsaturated α-ketoesters

✍ Scribed by Yan-Chao Wu; Li Liu; Dong Wang; Yong-Jun Chen

Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
319 KB
Volume
43
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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A concise and efficient synthetic approach to 3‐arylaminopyrroline‐2‐ones from anilines and β,γ‐unsaturated α‐ketoesters in boiling dichloromethane has been developed. This protocol possesses many advantages such as short reaction time, high isolated yields, and expanding substrate scopes. According to the isolated intermediates and controlled reactions, the reaction was tentatively proposed to involve the Michael addition/condensation and subsequent intramolecular cyclization. The structures of the title compounds were unambiguously confirmed by various spectral data such as X‐ray crystallographic analysis.

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