4.5 Article

Rapid preparation of 3-deoxyanthocyanidins and novel dicationic derivatives: New insight into an old procedure

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2007, Issue 15, Pages 2438-2448

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200601071

Keywords

oxygen heterocycles; ketones; dyes; pigments; natural products; synthetic methods

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Common 3-deoxyanthocyanidins and original dicationic flavylium-benzopyrylium derivatives are easily and efficiently synthesized through reactions between the corresponding phenols and aryl ethynyl ketones in the presence of aqueous hexafluorophosphoric acid. The mechanism of the reaction is discussed and two competitive pathways are consistent with our results. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim., Germany, 2007).

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