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Synthesis 2011(1): 97-103
DOI: 10.1055/s-0030-1258969
DOI: 10.1055/s-0030-1258969
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkOrganocatalyzed Reactions Involving 3-Formylchromones and Acetylenedicarboxylates: Efficient Synthesis of Functionalized Benzophenones and Polysubstituted Xanthones
Weitere Informationen
Received
2 August 2010
Publikationsdatum:
09. November 2010 (online)
Publikationsverlauf
Publikationsdatum:
09. November 2010 (online)

Abstract
Organocatalyzed reactions between chromones and acetylenedicarboxylates leading either to xanthone derivatives or to functionalized benzophenones are described. The outcome of the reactions was found to depend both on the nature of the chromone substituents and on the basicity of the organocatalyst.
Key words
DMAP - hetero-Diels-Alder reactions - Friedel-Crafts reactions - organocatalysis - xanthones - zwitterions
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The multiplicities and chemical shifts of the aromatic protons have been confirmed after simulation with program SpinWorks, version 2.5, available from: ftp://davinci.chem.umanitoba.ca/pub/marat/SpinWorks/