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Synthesis of Spiro-Oxindole-Pyrrolidines via [3 + 2]-Cycloaddition of Non-stabilized Azomethine Ylide

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Abstract

A representative series of 12 spiro-pyrrolidine-fused oxindoles have been synthesized via [3+2]-cy­clo­addition of nonstabilized azomethine ylide to the conjugated double bond of 3-aryl-2-[1,4-dioxo-3,4-dihy­drophthalazine-2(1H)-carbonyl]prop-2-enenitriles. The reactions are chemo-, stereo-, and regioselective.

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Fig. 1.
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ACKNOWLEDGMENTS

The authors are thankful to the authorities of the Jawaharlal Nehru Technological University Hyderabad for providing laboratory facilities.

Funding

One of the authors (B.S.N) is grateful to the Department of Science and Technology (Ministry of Science and Technology, Government of India) for financial support in the form of “Inspire” fellowship.

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Authors and Affiliations

  1. Department of Chemistry, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, 500085, Hyderabad, India

    B. Suryanarayana & Ch. Venkata Ramana Reddy

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  1. B. Suryanarayana
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  2. Ch. Venkata Ramana Reddy
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Correspondence to Ch. Venkata Ramana Reddy.

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Suryanarayana, B., Reddy, C.V.R. Synthesis of Spiro-Oxindole-Pyrrolidines via [3 + 2]-Cycloaddition of Non-stabilized Azomethine Ylide. Russ J Org Chem 59, 85–92 (2023). https://doi.org/10.1134/S1070428023010098

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  • DOI: https://doi.org/10.1134/S1070428023010098

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