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Oxidation of 4-oxoalkyl-3-imidazoline and 3-imidazoline-3-oxide hydrazones to give imidazo[1,2,3]triazoles and diazo compounds with a nitroxyl radical center

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The oxidation of the 4-formyl- and 4-acetyl-1-hydroxy-2,2,5,5-tetramethyl-3-imida zoline hydraxones with either MnO2 or NiO2 gives the 4,4,6,6-tetramethyl- and 3,4,4,6,6-pentamethyl-4,5,6,6a-tetrahydroimidazo[1,5-c][1,2,3]triazole-5-oxyls.

  2. 2.

    The oxidation of 1-hydroxy-2,2,5,5-tetramethyl-3-imidazoline-3-oxide hydrazone leads to 4-diazomethyl-2,2,5,5-tetramethyl-3-imidazoline-3-oxide-1-oxyl, which is capable of alkylating carboxylic acids.

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Literature cited

  1. I. A. Grigor'ev and L. B. Volodarskii, Zh. Org. Khim.,10, 118 (1974).

    Google Scholar 

  2. I. A. Grigor'ev and L. B. Volodarskii, Zh. Org. Khim.,11, 1328 (1975).

    Google Scholar 

  3. Yu. P. Kitaev and B. I. Buzykin, Hydrazones [in Russian], Nauka (1974), p. 325.

  4. S. Mineo, S. Kawamura, and K. Nakagawa, Synth. Commun.,6, 69 (1976).

    Google Scholar 

  5. R. F. S. Brown, L. Subranhmanyan, and C. P. Whittle, Austral. J. Chem.,20, 339 (1967).

    Google Scholar 

  6. T. L. Gilchrist and G. E. Gymer, Advan. Heterocycl. Chem.,16, 64 (1974).

    Google Scholar 

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Authors and Affiliations

  1. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR, USSR

    G. I. Shchukin & L. B. Volodarskii

Authors
  1. G. I. Shchukin
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  2. L. B. Volodarskii
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 223–224, January, 1979.

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Shchukin, G.I., Volodarskii, L.B. Oxidation of 4-oxoalkyl-3-imidazoline and 3-imidazoline-3-oxide hydrazones to give imidazo[1,2,3]triazoles and diazo compounds with a nitroxyl radical center. Russ Chem Bull 28, 208–210 (1979). https://doi.org/10.1007/BF00925429

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  • DOI: https://doi.org/10.1007/BF00925429

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