4.4 Article

L-Proline catalyzed expeditious multicomponent protocol for the synthesis of fused N-substituted-2-pyridone derivatives in aqueous medium

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 16, Pages 2618-2624

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.02.123

Keywords

N-substituted-2-pyridones; L-Proline; Organocatalysis; Multicomponent protocol; Aqueous reaction medium

Funding

  1. Council of Scientific and Industrial Research, New Delhi

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N-substituted-2-pyridone derivatives have many pharmaceutical properties. In our research, we have developed an efficient, green, and multicomponent protocol to synthesize such new fused N-substituted-2-pyridone derivatives. Optimum reaction condition was obtained by employing L-proline as an organocatalyst in aqueous SDS solution at 100 degrees C. Various 1,3-diketones, including indane 1,3-dione with a range of aromatic and aliphatic amines were utilized to synthesize fused 2-pyridone derivatives. The isolation of a reaction intermediate confirmed our proposed mechanism. Water as a reaction medium improved the scope of the reaction methodology to a large extent. (C) 2014 Elsevier Ltd. All rights reserved.

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