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First example of [3+2] cycloaddition of azomethine ylides to 5-methylidene-3-phenylhydantoin

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New type dispiroindolinones, dispiroimidazolidine-4,3′-pyrrolidine-2′,3″-indolinones unsubstituted at position 4′ of the central pyrrolidine ring, were synthesized by the 1,3-dipolar cycloaddition of azomethine ylides, generated from N-alkyl-substituted amino acids and isatines, to 5-methylidene-substituted 3-phenylhydantoin.

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Author information

Correspondence to E. K. Beloglazkina.

Additional information

Based on the materials of the V International Scientific Conference “Advances in Synthesis and Complexing” (April 22–26, 2019, Moscow, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2088–2091, November, 2019.

This work was financially supported by the Russian Foundation for Basic Research (Project No. 19-03-00201).

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Kukushkin, M.E., Kondratyeva, A.A., Zyk, N.V. et al. First example of [3+2] cycloaddition of azomethine ylides to 5-methylidene-3-phenylhydantoin. Russ Chem Bull 68, 2088–2091 (2019).

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Key words

  • hydantoins
  • dispiroindolinones
  • 1,3-dipolar cycloaddition
  • azomethine ylides