Abstract
Abstract A new series of benzo[5,6]chromeno[3,2-c]quinoline derivatives were successfully synthesized using various arylglyoxal monohydrates, quinoline-2,4-dione, and β-naphthol in H2O:EtOH (2:1) as a green solvent in the presence of catalytic amounts p-toluenesulfonic acid as a mild catalyst under reflux conditions with high yields (83–92%). The reaction conditions were optimized in different solvents at variable thermal conditions, and the optimized reaction condition for this synthesis has been reported. The structures of all new products were defined by 1H-NMR, 13C-NMR, FT-IR, mass spectral data, and HRMS.
Highlights
In this research, ten new analogs of 4H-pyran compounds were successfully synthesized using a one-pot, multicomponent reaction approach, which may have medicinal and pharmacological properties
In continuation of our work on arylglyoxal-based synthesis of heterocyclic compounds, using one-pot, multicomponent strategies, it is reported as a convenient one-pot, three-component process for the synthesis of chromeno derivatives, using arylglyoxals, quinoline2,4(1H,3H)-dione, and naphthalen-2-ol in the presence of p-TSA in EtOH:H2O (1:2)
We explored the optimized condition to different arylglyoxal derivatives 1a–j, naphthalen-2ol (2), and quinoline-2,4(1H,3H)-dione (3) to form the desired products 4a–j in high yields
Summary
Ten new analogs of 4H-pyran compounds were successfully synthesized using a one-pot, multicomponent reaction approach, which may have medicinal and pharmacological properties. Due to the widespread and useful applications of heterocyclic derivatives incorporating the 4H-pyrans and chromenes scaffold [23], the development of this method to synthesize other new derivatives has been considered by chemists and pharmacists in recent years; it can be emphasized that heterocyclic compounds play a significant and fundamental role in the development of modern organic chemistry [24,25]. A one-pot three-component reaction protocol is used in this research to synthesize the new series of benzo[5,6]chromeno[3,2-c]quinoline derivatives
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