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Synthesis 2008(15): 2427-2431  
DOI: 10.1055/s-2008-1078597
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Reactions of Carbanions with 1,3-Benzodioxin-4-ones: Facile Routes to Flavones, Aurones, and Acyl Phloroglucinols

George A. Kraus*, Jingqiang Wie, Aniket Thite
Department of Chemistry, Iowa State University, Ames, IA 50011, USA
Fax: +1(515)2940105; e-Mail: gakraus@iastate.edu;
Further Information

Publication History

Received 22 February 2008
Publication Date:
17 July 2008 (online)

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Abstract

Two 1,3-benzodioxin-4-ones react with enolates, acetylides and aryllithium reagents to afford adducts that were converted into flavones, aurones, and an acyl phloroglucinol.

Key words

carbanions - ketones - natural products - nucleophilic addition

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The authentic sample was obtained from Aldrich Chemical Company.