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Reactions of halogenometalalkoxides

XIX. Esters of α-keto acids containing the indolyl radical

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Chemistry of Heterocyclic Compounds Aims and scope

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Abstract

Investigation of the thermal stability of halogenometalalkoxides obtained by reacting Grignard compounds with esters of oxalic acid and containing an indolyl group, is continued. Despite the aromatic nature of the indolyl radical, the ordinary decomposition of the halogenomagnesiumalkoxides with splitting off of aldehyde (ketone) does not take place at 40‡–110‡ C. This is due to hydrogen bonding between hydrogen on the nitrogen and the alkoxy group. The IR spectra of the esters of N-indolyl- and α-indolylglyoxylic acids synthesized are investigated. The latter are shown to contain a hydrogen bond between the NH group hydrogen and the carbonyl group.

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References

  1. I. I. Lapkin, ZhOKh, 17, 1339, 1947.

    Google Scholar 

  2. I. I. Lapkin and N. A. Karavanov, ZhOKh, 30, 1638, 1960.

    Google Scholar 

  3. I. I. Lapkin and Yu. S. Andreichikov, ZhOKh, 34, 3183, 1964.

    Google Scholar 

  4. L. J. Bellamy, Infrared Spectra of Complex Molecules [Russian Translation], IL, Moscow, 1963.

    Google Scholar 

  5. I. I. Lapkin and Yu. S. Andreichikov, Zhurn. prikl. spektr. [Journal of Applied Spectroscopy], 4, 462, 1966.

    Google Scholar 

  6. E. Fischer, Ber., 19, 1563, 1886.

    Google Scholar 

  7. A. Reissert, Ber., 30, 1030, 1897.

    Google Scholar 

  8. Ch. GrÄnacher, A. Machal, and M. Gero, Helv. Chim. Acta, 7, 575, 1924.

    Google Scholar 

  9. R. Majima, T. Schigematsu, and T. Rokkaku, Ber., 57, 1453, 1924.

    Google Scholar 

  10. B. Oddo, Ber., 57, 1449, 1924.

    Google Scholar 

  11. M. Guia, Zbl., 11, 2153, 1924.

    Google Scholar 

  12. I. I. Lapkin and Yu. P. Dormidontov, Uch. zap. Permsk, univ., 141, 293, 1966.

    Google Scholar 

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Authors and Affiliations

  1. Gor'kii Perm State University, USSR

    I. I. Lapkin & Yu. P. Dormidontov

Authors
  1. I. I. Lapkin
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  2. Yu. P. Dormidontov
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Additional information

For Part XVIII see [12].

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Lapkin, I.I., Dormidontov, Y.P. Reactions of halogenometalalkoxides. Chem Heterocycl Compd 3, 678–680 (1967). https://doi.org/10.1007/BF00468343

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  • DOI: https://doi.org/10.1007/BF00468343

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