Abstract
A series of novel 7-phenyl-7,12-dihydrobenzo(h)pyrido[2,3-b]naphthydrin-6(5H)-one were synthesized by a one-pot three-component condensation of 2,4-dihydroxyquinoline, 2-amino pyridine and various aromatic aldehydes with sulfamic acid as an enviro-economic catalyst. The salient features of this method consist of high atom economy and yields, short reaction time, non-carcinogenic solvents, and chromatography-free work-up procedure. Fascinatingly, the catalyst can be reused for up to four cycles giving good to excellent yields. By employing this method, a series of 14 pyrido[2,3-b]naphthydrin compounds were synthesized. This procedure is projected as a green avenue in the combinatorial synthesis of biologically active naphthydrin derivatives.
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Acknowledgments
We are grateful to the Department of Agrochemical and Pest Management and Department of Chemistry, Shivaji University, Kolhapur, for providing spectral analysis. One of the authors, Prof. M. B. Deshmukh, thanks UGC-New Delhi for the award of a UGC-BSR faculty fellowship.
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Jadhav, S.J., Patil, R.B., Kumbhar, D.R. et al. Sulfamic acid-catalyzed multicomponent synthesis of 7-phenyl-7,12 dihydrobenzo(h)pyrido[2,3-b]naphthydrin-6(5H)-one derivatives: a green avenue. Res Chem Intermed 43, 2529–2543 (2017). https://doi.org/10.1007/s11164-016-2778-2
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DOI: https://doi.org/10.1007/s11164-016-2778-2