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Formation of quinones by oxidative dealkylation

Part III. Alkali fission of gardenin

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Proceedings of the Indian Academy of Sciences - Section A Aims and scope Submit manuscript

Summary

The observation of Bose and Nath regarding the fission of gardenin with alcoholic potash is confirmed. The formation of ω-methoxy-3∶6-dihydroxy-2∶5-quino-acetophenone (II) in this reaction constitutes an example of oxidative demethylation by means of alcoholic potash. The same compound can be obtained from methyl gardenin through the stages (III) and (IV). Analogous partial methyl ethers of flavones with a free 5-hydroxyl are resistant to this treatment.

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References

  1. Bose and NathJ. I. C. S., 1938,15, 139.

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  2. BoseIbid., 1945,22, 233.

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  3. Balakrishna and SeshadriProc. Ind. Acad. Sci., A, 1948,27, 91.

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  4. Rao, Rao and SeshadriIbid., 1948,27, 249. Rao and SeshadriIbid. Proc. Ind. Acad. Sci., A, 1948,27, 379.

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Authors and Affiliations

  1. Department of Chemistry, Andhra University, Waltair

    K. J. Balakrishna & T. R. Seshadri

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  1. K. J. Balakrishna
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  2. T. R. Seshadri
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Balakrishna, K.J., Seshadri, T.R. Formation of quinones by oxidative dealkylation. Proc. Indian Acad. Sci. (Math. Sci.) 28, 579 (1948). https://doi.org/10.1007/BF03171440

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  • DOI: https://doi.org/10.1007/BF03171440

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