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Transformation of indole in soil

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was established that indole and 2-methylindole are converted in soil to stable compounds, which were isolated and identified by means of mass spectrometry (low-and high-resolution), IR, UV, and PMR spectroscopy, and by comparison with model samples. Under the influence of peroxide compounds in the soil, indole is converted to 2,2-di(3-indolyl)indoxyl and very small amounts of indoxylrot, indirubin, and indigo. Similarly, 2-methylindole is converted in soil to 2-methyl-2-(2-methyl-3-indolyl)-3-oxoindoline.

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Literature cited

  1. V. A. Medvedev, G. P. Lipnitskaya, A. K. Sheinkman, and V. D. Davydov, Pochvovedenie, No. 3, 32 (1975).

    Google Scholar 

  2. V. A. Medvedev and V. D. Davydov, Pochvovedenie, No. 11, 57 (1972).

    Google Scholar 

  3. A. R. Katritzky, Rec. Trav. Chim., 78, 995 (1959).

    Google Scholar 

  4. A. Stern and K. Timmons, Electron Absorption Spectroscopy in Organic Chemistry [Russian translation], Mir, Moscow (1974), p. 202.

    Google Scholar 

  5. O. Schmitz-DuMont, K. Hamann, and K. H. Geller, Ann., 504, 1 (1933).

    Google Scholar 

  6. B. Witkop, J. Patrik, and H. Kissmann, Ber., 85, 949 (1952).

    Google Scholar 

  7. A. G. Holmes-Siedle and B. Sannders, Chem. and Ind., No. 3, 265 (1957).

    Google Scholar 

  8. S. H. Loo and D. O. Woolf, Chem. Ind., No. 9, 1123 (1957).

    Google Scholar 

  9. I. C. Powers, J. Org. Chem., 90, 678 (1968).

    Google Scholar 

  10. R. Marchelli, W. D. Jamieson, S. Safe, O. Hutzinger, and R. A. Heacock, Can. J. Chem., 49, 1296 (1971).

    Google Scholar 

  11. R. A. Khmel'nitskii, Khim. Geterotsikl. Soedin., No. 3, 291 (1974).

    Google Scholar 

  12. G. I. Zhungietu and L. P. Sinyavskaya, Khim. Geterotsikl. Soedin., No. 2, 204 (1976).

    Google Scholar 

  13. I. M. Rice, G. O. Dudek, and M. Barber, J. Am. Chem. Soc., 89, 4569 (1965).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1490–1496, November, 1978.

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Sheinkman, A.K., Klyuev, N.A., Rybenko, L.A. et al. Transformation of indole in soil. Chem Heterocycl Compd 14, 1211–1216 (1978). https://doi.org/10.1007/BF00509739

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  • DOI: https://doi.org/10.1007/BF00509739

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