Bi(OTf)(3)-catalyzed solvent-free synthesis of pyrano[3,2-c]coumarins through a tandem addition/annulation reaction between chalcones and 4-hydroxycoumarins

A Bi(OTf)(3)-catalyzed tandem addition/annulation reaction is described in order to synthesize pyrano [3,2-c]coumarins under solvent-free conditions. Substituted/unsubstituted chalcones were conveniently condensed with various 4-hydroxycoumarins by means of this environmentally benign method which p...

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Bibliographic Details
Published inTetrahedron letters Vol. 54; no. 29; pp. 3773 - 3776
Main Authors Gohain, Mukut, van Tonder, Johannes H., Bezuidenhoudt, Barend C. B.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 17.07.2013
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
BISMUTH(III) COMPOUNDS
Addition
ENTRY
ACIDS
STRAIGHTFORWARD
Pyrano[3,2-c]coumarin
SALTS
Chalcone
PYRANOCOUMARINS
TRIFLATE
4-Hydroxycoumarin
CHEMISTRY
Bismuth trifluoromethanesulfonate
Annulation
EFFICIENT
COUMARIN DERIVATIVES
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Summary:A Bi(OTf)(3)-catalyzed tandem addition/annulation reaction is described in order to synthesize pyrano [3,2-c]coumarins under solvent-free conditions. Substituted/unsubstituted chalcones were conveniently condensed with various 4-hydroxycoumarins by means of this environmentally benign method which produces water as the only side product. (C) 2013 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2013.05.008