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Catalytic one-pot three-component synthesis of 3,3′-disubstituted oxindoles and spirooxindole pyrans by mixed ligand transition metal complexes

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Abstract

New three-component reaction was developed via one-pot strategy for the synthesis of functionalized 3,3′-disubstituted oxindoles and spirooxindole through the reaction among isatin, malononitrile, and acetone/indole/nitromethane/acetylacetone/dimedone in ethanol as solvent without base. It was observed that all the mixed ligand transition metal complexes with triphenylphosphine worked as the efficient catalysts. The present methodology agreements several advantages, including simplicity of the preparation and handling of the catalyst, simple and easy work-up, short reaction times, high yields of the products.

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Acknowledgements

We acknowledge Department of Chemistry, Shrimant Babasaheb Deshmukh Mahavidyalaya Atpadi, Department of Chemistry, Balwant College Vita for providing laboratory facilities. We also acknowledge Department of chemistry, Shivaji University Kolhapur, for providing UV, IR, NMR, TGA-DSC, BET, ESR, and Mass facilities.

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Correspondence to Sujit Hegade.

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Hegade, S., Gaikwad, G., Jadhav, Y. et al. Catalytic one-pot three-component synthesis of 3,3′-disubstituted oxindoles and spirooxindole pyrans by mixed ligand transition metal complexes. Monatsh Chem 153, 95–103 (2022). https://doi.org/10.1007/s00706-021-02867-8

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  • DOI: https://doi.org/10.1007/s00706-021-02867-8

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