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Synthesis 2005(18): 3026-3034
DOI: 10.1055/s-2005-916031
DOI: 10.1055/s-2005-916031
PAPER
© Georg Thieme Verlag Stuttgart · New YorkA Concise Route for the Synthesis of Pyranonaphthoquinone Derivatives
Further Information
Received
14 March 2005
Publication Date:
06 October 2005 (online)
Publication History
Publication Date:
06 October 2005 (online)
Abstract
An efficient synthesis of pyranonaphthoquinones is achieved by ethylenediamine diacetate-catalyzed reactions of 4-hydroxy-2-quinolones with a variety of α,β-unsaturated aldehydes in moderate yields. This method provides a rapid entry into biologically interesting α-lapachone derivatives with a variety of substituents on the pyran ring.
Key words
pyranonaphthoquinones - ethylenediamine diacetate - tandem Knoevenagel-electrocyclic reaction - α-lapachone derivatives
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