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Reaction of arylmethylidene derivatives of 3H-furan-2-ones with azomethine ylide

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Chemistry of Heterocyclic Compounds Aims and scope

Previously unknown dispiropyrrolidines were synthesized by 1,3-dipolar cycloaddition of azomethine ylide to 3-arylmethylidene-3Н-furan-2-ones. The cycloaddition reaction was demonstrated to proceed diastereoselectively through an endo-transition state. Alternative transition states for the reaction are discussed.

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Authors and Affiliations

  1. N. G. Chernyshevsky Saratov State University, 83 Astrakhanskaya St., Saratov, 410012, Russia

    Alexander A. Anis’kov, Irine Ye. Kamneva & Alevtina Yu. Yegorova

  2. D. N. Pryanishnikov Perm State Agricultural Academy, 23 Petropavlovskaya St., Perm, 614990, Russia

    Maria A. Zheleznova

Authors
  1. Alexander A. Anis’kov
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  2. Irine Ye. Kamneva
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  3. Maria A. Zheleznova
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  4. Alevtina Yu. Yegorova
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Correspondence to Alexander A. Anis’kov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(8), 709–712

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Anis’kov, A.A., Kamneva, I.Y., Zheleznova, M.A. et al. Reaction of arylmethylidene derivatives of 3H-furan-2-ones with azomethine ylide. Chem Heterocycl Comp 51, 709–712 (2015). https://doi.org/10.1007/s10593-015-1763-9

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  • DOI: https://doi.org/10.1007/s10593-015-1763-9

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