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Reaction of Mannich bases with 2,2,6,6-tetramethylpiperidone enamines

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

Conclusions

  1. 1.

    The alkylation of 2,2,6,6-tetramethyl-4-oxopiperidine enamines with Mannich bases gave 3-(2-acylethyl)-2,2,6,6-tetramethyl-4-oxopiperidines, which were converted to the corresponding nitroxyl radicals by oxidation with the H2O2-Na2WO4 system.

  2. 2.

    Analogous stable products can be obtained by the hydrolysis of the alkylation products of 2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl enamines with Mannich bases.

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Literature cited

  1. É. G. Rozantsev, Free Iminoxyl Radicals [in Russian], Khimiya (1970).

  2. É. G. Rozantsev and V. D. Sholle, Usp. Khim.,40, 417 (1971).

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  3. A. G. Cook (editor), Enamines: Synthesis, Structure, and Reactions, New York-London (1969).

  4. H. Hellman and G. Opitz,α-Aminoalkylierung, Weinheim (1960).

  5. G. Opitz and H. Holtmann, Ann. Chem.,684, 79 (1965).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1639–1642, July, 1976.

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Mikhailov, V.I., Sholle, V.D., Kagan, E.S. et al. Reaction of Mannich bases with 2,2,6,6-tetramethylpiperidone enamines. Russ Chem Bull 25, 1555–1557 (1976). https://doi.org/10.1007/BF00920845

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  • DOI: https://doi.org/10.1007/BF00920845

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