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Synthesis 2006(9): 1405-1407  
DOI: 10.1055/s-2006-926417
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Effective One-Pot Synthesis of 5-Hydroxy-1,4-naphthoquinone Derivatives

Takuzo Komiyama, Yutaka Takaguchi, Sadao Tsuboi*
Department of Material and Energy Science, The Graduate School of Environmental Science, Okayama University, Okayama 700-8530, Japan
Fax: +81(86)2518898; e-Mail: stsuboi6@cc.okayama-u.ac.jp;
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Publication History

Received 16 November 2005
Publication Date:
04 April 2006 (online)

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Abstract

In the presence of triethylamine, Diels-Alder reaction, involving decarboxylation-oxidation reaction of 3-hydroxy-2-pyrones with 1,4-benzoquinones gave 5-hydroxy-1,4-naphthoquinone derivatives in excellent to reasonable yields.

Key words

Diels-Alder reaction - oxidations - quinones - polycycles - tandem reaction