Syntheses of Licoricone and Its Isomer

Tsukayama, Masao; Fujimoto, Kunihiro; Hòrie, Tokunaru; Masumura, Mitsuo; Nakayama, Mitsuru

doi:10.3987/r-1984-02-0261

HETEROCYCLES

1984

DOI: 10.3987/r-1984-02-0261

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Syntheses of Licoricone and Its Isomer

Masao Tsukayama¹,

Kunihiro Fujimoto²,

Tokunaru Hòrie³

et al.

Abstract: The condensation of 6',7-dibenzoyloxy-2',4'-dimethOxyisoflavone with 2-methyl-3-buten-2-01. followed by the hydrolysis of the resultant 3'-13-methyl-2-buteny1)isaflavone afforded licoricone. Its isomer, 5'-(3-methyl-2-buteny1)isoflavone, was also synthesized from 7-benzoyloxy or 6',7-dibenzoyl-

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1985

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Synthesis of Licoisoflavone A and Related Compounds

Tsukayama¹,

Fujimoto²,

Hòrie³

et al. 1985

Bulletin of the Chemical Society of Japan

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2′,4′,5,7-Tetrahydroxyisoflavone was partially benzoylated with benzoyl chloride to give 7-benzoyloxy-2′, 4′,5-trihydroxyisoflavone. The condensation of the 7-(benzoyloxy)isoflavone with 2-methyl-3-buten-2-ol, followed by the hydrolysis of the resultant 3′-(3-methyl-2-butenyl)isoflavone gave licoisoflavone A. Its 5′-(3-methyl-2-butenyl) isomer was also synthesized from 5-benzoyloxy-2′,4′,7-trihydroxyisoflavone in a similar manner.

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Synthesis of Licoisoflavone A and Related Compounds

Tsukayama¹,

Fujimoto²,

Hòrie³

et al. 1985

Bulletin of the Chemical Society of Japan

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Syntheses of Licoricone and Its Isomer

Cited by 1 publication

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Synthesis of Licoisoflavone A and Related Compounds

Synthesis of Licoisoflavone A and Related Compounds

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