Summary
Starting from antiarol a convenient synthesis of 2-methyl-5: 6: 7-trimethoxy (trihydroxy) and 5: 6: 7: 4′-tetramethoxy isoflavones has been carried out. The intermediate ketones are satisfactorily obtained by the Friedel and Craft’s reaction. Since the tetramethoxy isoflavone is identical with tectorigenin trimethyl ether the constitution of tectorigenin as a monomethyl ether of 5: 6: 7: 4′-tetrahydroxy isoflavone is thus confirmed. The location of the methoxyl group is again fixed as 6- by complete ethylation of tectorigenin and synthesis of this triethyl ether by a method analogous to the one described for the trimethyl ether.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Chari Row and Seshadri..Proc. Ind. Acad. Sci., 1952,35A, 46.
Baker and Robinson ..J. Chem. Soc., 1929, 152.
Shriner and Stephenson..J. Am. Chem. Soc., 1942,64, 2737.
Krishnamurti and Seshadri..J.S.I.R., 1953,12 A, 120.
Shibata..J. Pharm. Soc. Japan, 1927,47, 380.
Wu..J. Chinese Chem. Soc., 1936,4, 89.
Mannich, Schumann and Lin..Arch. Pharm., 1937,275, 317.
Asahina, Shibata and Ogawa..J. Pharm. Soc. Japan, 1928,48, 1087.
Chapman, Perkin and Robinson ..J. Chem. Soc., 1927, 3020.
Salkowski..Ber., 1879,12, 1438.
Krishnamurti and Seshadri..J.S.I.R., 1954,13 B, 5.
Bayer and Co...D.R.P., 1,89,843, 1907,11, 2003.
Spath and Wessely..Monatsh., 1928,49, 239.
Pollak and Goldstein..Ibid., 1908,29, 135.
Buck, Baltzly and Ide..J. Am. Chem. Soc., 1938,60, 1789.
Karmarkaret al...Proc. Ind. Acad. Sci., 1953,37A, 660.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Krishnamurti, M., Seshadri, T.R. Synthetic experiments in the benzopyrone series. Proc. Indian Acad. Sci. 39, 144–152 (1954). https://doi.org/10.1007/BF03048532
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF03048532