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Design of task-specific ionic liquid, 1-(ethylaceto acetate)-1-(2-hydroxyethyl) piperidinium tetrachloroaluminate for multicomponent synthesis of 3,3′-disubstituted oxindoles

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Abstract

We have designed and synthesized an efficient novel task-specific ionic liquid, 1-(ethylaceto acetate)-1-(2-hydroxyethyl) piperidinium tetrachloroaluminate [EAHEPiPY]+ [AlCl4]–. Its catalytic efficiency was explored for multicomponent reaction of isatin(s), malononitrile, and indole(s) furnished corresponding 3,3′-disubstituted oxindoles via tandem Knoevenagel/Michael addition reaction in excellent yield at 80 °C in mixed solvent system, water: ethanol (80:20%).

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Acknowledgements

Author DMP is thankful to the DST Fast Track Scheme, New Delhi for financial assistance [No. SB/FT/CS-154/2012]. One of the authors NCD is grateful to the University Grants Commission (UGC), New Delhi for providing financial assistance in the form of UGC-BSR-SAP fellowship (F.25-1/2014-15(BSR)/7-183/2009(BSR)–5 November 2015).

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Authors and Affiliations

  1. Department of Chemistry, Shivaji University, Kolhapur, Maharashtra, 416004, India

    Nilam C. Dige, Suyog N. Korade & Dattaprasad M. Pore

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  1. Nilam C. Dige
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  2. Suyog N. Korade
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  3. Dattaprasad M. Pore
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Correspondence to Dattaprasad M. Pore.

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Dige, N.C., Korade, S.N. & Pore, D.M. Design of task-specific ionic liquid, 1-(ethylaceto acetate)-1-(2-hydroxyethyl) piperidinium tetrachloroaluminate for multicomponent synthesis of 3,3′-disubstituted oxindoles. Res Chem Intermed 43, 7029–7040 (2017). https://doi.org/10.1007/s11164-017-3034-0

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