One-Pot Synthesis of 3,4-Dihydropyridin-2-one via Michael Addition of in situ–Generated Enaminones

Abstract

Herein we have reported a facile solvent-, catalyst-, and aldehyde-free, one-pot synthesis of 3,4-dihydropyridin-2-one from 1,3-diones using simple and mild reaction conditions. The substrate scope has been also extended to β-ketoesters.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource: Full experimental and spectral details.]

GRAPHICAL ABSTRACT

Keywords:

• 3,4-DHP-2-ones
• 1,3-dicarbonyls
• enaminones
• solvent free

ACKNOWLEDGMENTS

J. B. Senthil Kumar acknowledges the Department of Biotechnology (DBT), New Delhi, and the Council for Scientific and Industrial Research (CSIR), New Delhi, for providing financial support, and Neeta Kumari is thankful to Pratibha Mehta Luthra, Neuropharmaceutical Laboratory, B. R. Ambedkar Centre for Biomedical Research, University of Delhi, for providing supervision and laboratory facilities to carry out this work.

Notes

^a Isolated yield.

^b Starting materials were present.

^c Polymerisation was observed.

^a Isolated yield.

^b Inseparable mixture.