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Synthesis of diaziridines from oxime esters

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The interaction of O-mesitylenesulfonyl-, O-mesitoyl-, O-(2,4-dinitrophenyl)-, and O-picrylacetoximes with n-butylamine has been investigated. It was shown that it was possible to use only the first two esters for the synthesis of diaziridines based on ketones.

  2. 2.

    The use of esters of acetaldoximes in reactions with amines is not promising for the synthesis of diaziridines.

  3. 3.

    Nucleophilic substitution of the oxime group by the butylamine group occurred in the reaction of butylamine with O-(2,4-dinitrophenyl)- and O-picryloximes.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2107–2110. September, 1982.

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Makhova, N.N., Petukhova, V.Y. & Khmel'nitskii, L.I. Synthesis of diaziridines from oxime esters. Russ Chem Bull 31, 1858–1862 (1982). https://doi.org/10.1007/BF00952389

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  • DOI: https://doi.org/10.1007/BF00952389

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