Rapid Synthesis of Novel and Known Coumarin-3-carboxylic Acids Using Stannous Chloride Dihydrate under Solvent-Free Conditions

Various coumarin‐3‐carboxylic acid (=2‐oxo‐2H‐1‐benzopyran‐3‐carboxylic acid; CcaH) derivatives have been synthesized in good yields using catalytic amounts of SnCl2⋅2 H2O under solvent‐free conditions. This inexpensive, nontoxic, and readily available catalytic system (10 mol‐%) efficiently catalyz...

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Veröffentlicht in:Helvetica chimica acta 2012-03, Vol.95 (3), p.455-460
Hauptverfasser: Karami, Bahador, Farahi, Mahnaz, Khodabakhshi, Saeed
Format: Artikel
Sprache:eng
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Zusammenfassung:Various coumarin‐3‐carboxylic acid (=2‐oxo‐2H‐1‐benzopyran‐3‐carboxylic acid; CcaH) derivatives have been synthesized in good yields using catalytic amounts of SnCl2⋅2 H2O under solvent‐free conditions. This inexpensive, nontoxic, and readily available catalytic system (10 mol‐%) efficiently catalyzes the Knoevenagel condensation and intramolecular cyclization of various 2‐hydroxybenzaldehydes or acetophenones with Meldrum's acid. High product yields, use of inexpensive and safe catalyst, and solvent‐free conditions display both economic and environmental advantages.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201100342