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Synthesis of 6H-naphtho[2,3-c]chromene-7,12-diones via palladium-catalyzed intramolecular cyclization of 2-bromo-3-aryloxymethyl-1,4-naphthoquinones

✍ Scribed by Tuyen Nguyen Van; Norbert De Kimpe


Book ID
104205511
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
154 KB
Volume
59
Category
Article
ISSN
0040-4020

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✦ Synopsis


6H-Naphtho[2,3-c]

chromene-7,12-diones, to be considered as tetracyclic derivatives of the natural product pentalongin, were conveniently synthesized for the first time via palladium-catalyzed intramolecular cyclization of 2-bromo-3-aryloxymethyl-1,4naphthoquinones.


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## Abstract A new, one‐pot, simple thermally efficient and solvent‐free method for the preparation of 7‐alkyl‐6__H__,7__H__‐naphtho[1β€²,2β€²:5,6]pyrano[3,2‐__c__]chromen‐6‐ones by condensation of β‐naphthol, aromatic aldehydes, and 4‐hydroxycoumarin using Zr(HSO~4~)~4~ as a safe and efficient catalyst