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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 32, 2002 - Issue 3
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Original Articles

THE DDQ MEDIATED CYCLIZATION PRODUCTS OF SOME 2-HYDROXY-3-(1′-ALKENYL)-1,4-NAPHTHOQUINONES

Farouk Ameer Department of Chemistry, University of the Western Cape, Private Bag X17, Bellville, 7530, Republic of South Africa
,
Robin G. F. Giles Department of Chemistry, Murdoch University, Murdoch, WA, 6150, U.S.A.
,
Ivan R. Green Department of Chemistry, University of the Western Cape, Private Bag X17, Bellville, 7530, Republic of South Africa
&
Kyatanahalli S. Nagabhushana Department of Chemistry, University of the Western Cape, Private Bag X17, Bellville, 7530, Republic of South Africa
Pages 369-380 | Received 19 Mar 2001, Published online: 16 Aug 2006
 
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ABSTRACT

The DDQ mediated cyclisation products derived from 2-hydroxy-3-(1′-alkenyl)-1,4-napthoquinones viz. 17 were found to be temperature dependent. At 60°C the naphthofuranquinone 19 was the predominant isomer whereas at 8°C, the naphthopyranquinone 18 was exclusively formed.

ACKNOWLEDGMENTS

We wish to thank the Council of the University of the Western Cape and the National Research Foundation for financial support and Mr. James Beukes for laboratory assistance.

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