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Synthetical experiments in the chromone group

Part XXIII. A new synthesis of rhamnazin and a synthesis of 3∶4′-dihydroxy-7-methoxyflavone

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Summary

The Algar-Flynn oxidation ofo′-hydroxychalkones to flavonols by means of alkaline hydrogen peroxide is applicable to chalkones with a hydroxyl group in the 4-position, irrespective of the presence of a methoxyl group in the 6′-position. Rhamnazin 5-methyl ether, and rhamnazin by partial demethylation with aluminium chloride, have thus been synthesized. Geissman and Fukushima have shown that 2′-hydroxy-6′-methoxychalkones give benzalcoumaranones, the flavonols not being formed or only as minor products. The influence of the 4-hydroxyl group on the course of the reaction is discussed.

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References

  1. MahalPh.D. Thesis, Panjab University, 1936; Mahal and VenkataramanCurr. Sci., 1935,4, 311.

  2. Shah, Virkar and VenkataramanJ. Ind. Chem. Soc., 1942,19, 136.

    Google Scholar 

  3. Algar and FlynnProc. Roy. Irish Acad., 1934, Series B, 42, separate issue.

  4. Heap and RobinsonJ. Chem. Soc., 1926, 2336.

  5. Heap and RobinsonPh.D. Thesis, Panjab University, 1942.

  6. Heap and RobinsonBer., 1944,77, 211; see also Rao and SeshadriJ. Chem. Soc., 1945, 771;J. Se. Ind. Res., 1948,7, 167.

  7. Geissman and FukushimaJ. Amer. Chem. Soc., 1948,70, 1686.

    Article  Google Scholar 

  8. OyamadaBull. Chem. Soc. Japan, 1934,10, 182.

    Article  Google Scholar 

  9. Murakami and IrieProc. Imp. Acad. Tokyo, 1935,11, 229.

    Google Scholar 

  10. Bargellini and OliverioAnn., 1942,75, 2083.

    Google Scholar 

  11. Bargellini and OliverioAnn., 1942,553, 83.

  12. Perkin and GeldardJ. Chem. Soc., 1895,67, 500.

    Google Scholar 

  13. — and AllisonIbid.,, 1902,81, 470.

    Google Scholar 

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Authors and Affiliations

  1. Department of Chemical Technology, University of Bombay, India

    Nity Anand, R. N. Iyer & K. Venkataraman F.A.Sc.

Authors
  1. Nity Anand
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  2. R. N. Iyer
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  3. K. Venkataraman F.A.Sc.
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Anand, N., Iyer, R.N. & Venkataraman, K. Synthetical experiments in the chromone group. Proc. Indian Acad. Sci. (Math. Sci.) 29, 203 (1949). https://doi.org/10.1007/BF03171368

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  • DOI: https://doi.org/10.1007/BF03171368

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