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Synthesis of benzosuberone-tethered spirooxindoles: 1-3-dipolar cycloaddition of azomethine ylides and arylidene benzosuberones

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Abstract

Expedient synthesis of benzosuberone-tethered spirooxindoles was accomplished by a three-component 1,3-dipolar cycloaddition reaction between azomethine ylide (generated in situ) and arylidene benzosuberone. This protocol offers good yield and wide functional group tolerance under mild reaction condition with high regio- and stereoselectivities.

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Acknowledgements

SM acknowledges the award of Emeritus Scientist Scheme [21(1030)/16/EMR II] from CSIR, New Delhi.

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Authors and Affiliations

  1. Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, Tamil Nadu, 625021, India

    Sundaravel Vivek Kumar, Gandhi Uma Rani, Manohar Divyalakshmi, Shanmugam Muthusubramanian & Subbu Perumal

  2. X-ray Diffraction Laboratory, Department of Chemistry, Texas A&M University, College Station, USA

    Nattamai Bhuvanesh

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  1. Sundaravel Vivek Kumar
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Correspondence to Shanmugam Muthusubramanian or Subbu Perumal.

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Kumar, S.V., Rani, G.U., Divyalakshmi, M. et al. Synthesis of benzosuberone-tethered spirooxindoles: 1-3-dipolar cycloaddition of azomethine ylides and arylidene benzosuberones. Mol Divers 23, 669–680 (2019). https://doi.org/10.1007/s11030-018-9901-9

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  • DOI: https://doi.org/10.1007/s11030-018-9901-9

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