Journal
GREEN CHEMISTRY
Volume 19, Issue 14, Pages 3282-3295Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7gc01158j
Keywords
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Funding
- DST-RSF Major Research Project [INT/RUS/RSF/P-08]
- Russian Science Foundation - Russia [16-43-02020]
- Russian Science Foundation [16-43-02020] Funding Source: Russian Science Foundation
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1-Butane sulfonic acid-3-methylimidazolium tosylate, [BSMIM]OTs, is found to be a remarkable catalyst for the tandem cyclization of 4-hydroxycoumarin with chalcones for the syntheses of pyrano[3,2-c]coumarins under solvent-free conditions. The developed protocol is applicable for the construction of biologically important pyranocoumarins from easily accessible chalcones having various substituents. This reaction possibly proceeds through Michael addition followed by cyclization. The feasibility of catalyst recycling is also demonstrated. This method produces only water as the byproduct and represents a green synthetic protocol. The catalytic reaction proceeded very smoothly under solvent-free conditions and showed high regioselectivity. Clean reaction, non-chromatographic purification technique, easily accessible reactants, and metal and solvent-free and environmentally friendly reaction conditions are the notable advantages of this procedure. In addition, this method shows lower E-factors.
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