Summary
A new and convenient synthesis of the flavonols of the quercetagetin series is described. ω: 4∶6-Trimethoxy-phloro-acetophenone has been prepared by two independent methods. By persulphate oxidation it is converted into the 2∶5-dihydroxy compound. Allan-Robinson condensation employing this ketone yields products containing a hydroxyl group in the 6-position. Subsequent demethylation and methylation yields the flavonols and their fully methylated ethers. Besides quercetagetin and tangeretin which occur in nature, 6-hydroxy galangin and 6-hydroxy myricetin which have not yet been discovered in natural products, have also been synthesised.
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Row and SeshadriProc. Ind. Acad. Sci., (A), 1945,22, 215.
Baker, Nodzu and RobinsonJ.C.S., 1929, 74.
Goldsworthy and Robinsonibid. J.C.S., 1937, 46.
Canter, Curd and Robertsonibid. J.C.S., 1931, 1245.
Pratt and Robinsonibid. J.C.S., 1924, 193.
Herzig and HofmannBer., 1909,42, 155. Kimura and HoshiChem. Abs. 1937, 6655.
Slater and StephenJ.C.S., 1920, 316. Robinson and Venkataramanibid. J.C.S., 1929, 63.
Row and SeshadriProc. Ind. Acad. Sci., (A), 1945,22, 221.
Rao and Seshadriibid. Proc. Ind. Acad. Sci., (A), 1941,14, 289.
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Row, L.R., Seshadri, T.R. Constitution of patuletin. Proc. Indian Acad. Sci. (Math. Sci.) 23, 23 (1946). https://doi.org/10.1007/BF03172537
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DOI: https://doi.org/10.1007/BF03172537