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Reaction of 2-substituted 5,5-dimethyl-4-oxo-1-pyrroline-1-oxides with nucleophilic reagents and synthesis of nitroxyl radicals—derivatives of pyrrolidine

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

Abstract

The reaction of β-oxonitrones, derivatives of pyrroline, with nitrogeneous nucleophiles and NaBH4 proceeds at the carbonyl group with the retention of the nitrone group. The reaction with organomagnesium and organolithium compounds takes place at the nitrone group with the retention of the carbonyl group, while the oxidation of the products formed proceeds to form nitroxyl radicals—Derivatives of pyrrolidin-4-one, which were used in the synthesis of spin-labeled dioximes.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 390–395, February, 1990.

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Reznikov, V.A., Volodarskii, L.B. Reaction of 2-substituted 5,5-dimethyl-4-oxo-1-pyrroline-1-oxides with nucleophilic reagents and synthesis of nitroxyl radicals—derivatives of pyrrolidine. Russ Chem Bull 39, 329–334 (1990). https://doi.org/10.1007/BF00960663

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  • DOI: https://doi.org/10.1007/BF00960663

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