4.3 Article

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

Journal

HELVETICA CHIMICA ACTA
Volume 95, Issue 3, Pages 455-460

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.201100342

Keywords

Coumarin-3-carboxylic acids; Meldrum's acid; Stannous chloride dihydrate; Knoevenagel condensation

Funding

  1. Yasouj University

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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 center dot 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.

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