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A Practical Synthesis of 3-Methoxyflavones

✍ Scribed by Deng, Bo-Liang ;Lepoivre, Jozef Arsène ;Lemière, Guy ;Dommisse, Roger ;Claeys, Magda ;Boers, Frank ;De Groot, Alex

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
759 KB
Volume
1997
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Some 3‐methoxyflavones were known to possess antipicornavirus properties. In order to study the structure‐activity relationship, attempts to prepare 3‐methoxyflavone by literature methods were unsuccessful. We have modified the Baker‐Venkataraman rearrangement, using a solid base and a phase‐transfer catalyst. After searching optimal reaction conditions and a study of the intermediate formed in a model reaction, good yields were obtained for the 3‐methoxyflavones 7, 21–32. Further some of the corresponding 7‐O‐n‐butyl derivatives 4, 33–37 could be isolated as side products.

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