Synthesis of 6- and 8-Phenyl-substituted Flavonoids

3-Acetylbiphenyl-4-ol and -2-ol were condensed with substituted benzaldehydes to give respectively 5′-and 3′-phenyl-substituted chalcones (1a–k), which were cyclized to afford 6- and 8-phenylflavanones. The chalcones (1a–k) also gave the corresponding 6- and 8-phenylflavones via dibromides. The effe...

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Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 56; no. 7; pp. 2037 - 2043
Main Authors Matsumura, Hisashi, Tsuchiya, Toshio, Takeda, Tsuneko, Imafuku, Kimiaki
Format Journal Article
LanguageEnglish
Published Tokyo The Chemical Society of Japan 01.07.1983
Chemical Society of Japan
Subjects
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
Ketophenols
Ultraviolet spectrum
Bicyclic compound
Benzenic compound
Infrared spectrum
Oxygen heterocycle
NMR spectrum
Enone
Heterocyclization
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Summary:3-Acetylbiphenyl-4-ol and -2-ol were condensed with substituted benzaldehydes to give respectively 5′-and 3′-phenyl-substituted chalcones (1a–k), which were cyclized to afford 6- and 8-phenylflavanones. The chalcones (1a–k) also gave the corresponding 6- and 8-phenylflavones via dibromides. The effects of the phenyl group on the spectral data are also discussed.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.56.2037