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The Synthesis of Isoelliptol Isoflavone

The Synthesis of Isoelliptol Isoflavone May, 1965] NOTES 845 NOTE S The Synthesis of Isoelliptol Isoflavone*1 By Kenji FUKUI, Mitsuru NAKAYAMA, Atsushi TANAKA and Shigeo SASATANI (Received July 27, 1964) Elliptol isoflavone (furano(2", 3" ; 7, 8)- 2', 4', 5'-trimethoxyisoflavone) (I)') was pre- pared from elliptone (11)2) by Harper. Isoel- liptol isoflavone (furano(2", 3" ; 6, 7)-2', 4', 5'- trimethoxyisoflavone) (III) may be obtained similarly from isoelliptone (IV), which was recently isolated by Ollis.3) In a previous paper,4) I was obtained from 7-hydroxy-2', 4', 5'-trimethoxyisoflavone.5) In the present paper, the synthesis of III will be described. The method used here was virtually identical with that reported for dehydro- nepseudin (V).6) III R1, R3, R4=OMe ; R2=H V R1, R2, R3=OMe ; R4=H 4' Presented at the 17th Annual Meeting of the Chemi cal Society of Japan, Tokyo, April, 1964. 1) S. H. Harper, J. Chem. Soc., 1942, 595. 6-Hydroxy-2, 3-dihydrobenzo[blfuran (VI) 7) 2) S. H. Harpar, ibid., 1939, 1099, 1424. was condensed with homoasaronic acid (2, 4, 5- 3) W. D. Ollis, private communication. trimethoxyphenylacetic acid)8) in the presence 4) K. Fukui, M. Nakayama and M. Hatanaka, This Bulletin, 36, 872 (1963). 5) K. Fukui, M. Nakayama, M. Hatanaka, T. Okamoto and Y. Kawase, http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Bulletin of the Chemical Society of Japan Oxford University Press

The Synthesis of Isoelliptol Isoflavone

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References (2)

Publisher
Oxford University Press
Copyright
© 1965 The Chemical Society of Japan
ISSN
0009-2673
eISSN
1348-0634
DOI
10.1246/bcsj.38.845
Publisher site
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Abstract

May, 1965] NOTES 845 NOTE S The Synthesis of Isoelliptol Isoflavone*1 By Kenji FUKUI, Mitsuru NAKAYAMA, Atsushi TANAKA and Shigeo SASATANI (Received July 27, 1964) Elliptol isoflavone (furano(2", 3" ; 7, 8)- 2', 4', 5'-trimethoxyisoflavone) (I)') was pre- pared from elliptone (11)2) by Harper. Isoel- liptol isoflavone (furano(2", 3" ; 6, 7)-2', 4', 5'- trimethoxyisoflavone) (III) may be obtained similarly from isoelliptone (IV), which was recently isolated by Ollis.3) In a previous paper,4) I was obtained from 7-hydroxy-2', 4', 5'-trimethoxyisoflavone.5) In the present paper, the synthesis of III will be described. The method used here was virtually identical with that reported for dehydro- nepseudin (V).6) III R1, R3, R4=OMe ; R2=H V R1, R2, R3=OMe ; R4=H 4' Presented at the 17th Annual Meeting of the Chemi cal Society of Japan, Tokyo, April, 1964. 1) S. H. Harper, J. Chem. Soc., 1942, 595. 6-Hydroxy-2, 3-dihydrobenzo[blfuran (VI) 7) 2) S. H. Harpar, ibid., 1939, 1099, 1424. was condensed with homoasaronic acid (2, 4, 5- 3) W. D. Ollis, private communication. trimethoxyphenylacetic acid)8) in the presence 4) K. Fukui, M. Nakayama and M. Hatanaka, This Bulletin, 36, 872 (1963). 5) K. Fukui, M. Nakayama, M. Hatanaka, T. Okamoto and Y. Kawase,

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Bulletin of the Chemical Society of Japan – Oxford University Press

Published: Mar 27, 2006

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