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Article

[Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids

by
Raju Suresh Kumar
1,*,
Dhaifallah M. Al-thamili
1,
Abdulrahman I. Almansour
1,
Natarajan Arumugam
1 and
Necmi Dege
2
1
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
2
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Samsun 55139, Turkey
*
Author to whom correspondence should be addressed.
Molecules 2020, 25(20), 4779; https://doi.org/10.3390/molecules25204779
Submission received: 30 September 2020 / Revised: 12 October 2020 / Accepted: 13 October 2020 / Published: 18 October 2020
(This article belongs to the Special Issue Recent Advances in Cascade Reactions and Related One-Pot Processes)
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Abstract

Our synthetic approach for the assembly of structurally complex spirooxindole heterocyclic hybrids was based on an ionic liquid, [bmim]Br mediated one-pot three-component cascade reaction strategy involving 1,3-dipolar cycloaddition reaction of N-1-(2-pyridinylmethyl)-3,5-bis[(E)-arylmethylidene]tetrahydro-4(1H)-pyridinones and azomethine ylide generated in situ from isatin and L-phenyl alanine, affording a series of spirooxindole–pyrrolidine heterocyclic hybrids in good-to-excellent yields. In addition to serving as the reaction medium, [bmim]Br also functioned as a catalyst in this cycloaddition reaction and hence accelerated the reaction rate affording the cycloadducts in short reaction time.
Keywords: one-pot cascade reactions; 1,3-dipolar cycloaddition; ionic liquid; selectivity; spirooxindole–pyrrolidines one-pot cascade reactions; 1,3-dipolar cycloaddition; ionic liquid; selectivity; spirooxindole–pyrrolidines
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MDPI and ACS Style

Kumar, R.S.; M. Al-thamili, D.; Almansour, A.I.; Arumugam, N.; Dege, N. [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids. Molecules 2020, 25, 4779. https://doi.org/10.3390/molecules25204779

AMA Style

Kumar RS, M. Al-thamili D, Almansour AI, Arumugam N, Dege N. [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids. Molecules. 2020; 25(20):4779. https://doi.org/10.3390/molecules25204779

Chicago/Turabian Style

Kumar, Raju Suresh, Dhaifallah M. Al-thamili, Abdulrahman I. Almansour, Natarajan Arumugam, and Necmi Dege. 2020. "[Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids" Molecules 25, no. 20: 4779. https://doi.org/10.3390/molecules25204779

APA Style

Kumar, R. S., M. Al-thamili, D., Almansour, A. I., Arumugam, N., & Dege, N. (2020). [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids. Molecules, 25(20), 4779. https://doi.org/10.3390/molecules25204779

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