Regioselective synthesis of functionalized [1,6]-naphthyridines by KF/basic alumina as a recyclable catalyst and a brief study of their photophysical properties

ABSTRACT

An efficient, one-pot, solvent-free, regioselective synthesis of functionalized [1,6]-naphthyridines was explored by a heterogeneous catalyst via a three-component multicomponent reaction (MCR). KF/basic alumina–catalyzed double heteroannulation of aryl alkyl ketones, malononitrile, and alkyl amines generates the compounds with high appendage diversity combinatorially via Knoevenagel condensation followed by Michael addition and cyclization pathway. Short reaction time, high yield, simple reaction technique, and recoverability and reusability of the catalyst without compromising the yield and purity of the compounds are the salient features of this methodology. Additionally, these compounds exhibit promising photophysical properties.

GRAPHICAL ABSTRACT

KEYWORDS:

• Functionalized [1,6]-naphthyridine
• KF/basic alumina
• photophysical study
• regioselective
• solvent-free

Acknowledgements

We thank the Department of Chemistry, North-eastern Hill University, SAIF, NEHU, for providing the necessary facilities and spectral data.