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

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]tet...

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Autores principales: Kumar, Raju Suresh, M. Al-thamili, Dhaifallah, Almansour, Abdulrahman I., Arumugam, Natarajan, Dege, Necmi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7587566/
https://www.ncbi.nlm.nih.gov/pubmed/33080968
http://dx.doi.org/10.3390/molecules25204779
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author Kumar, Raju Suresh
M. Al-thamili, Dhaifallah
Almansour, Abdulrahman I.
Arumugam, Natarajan
Dege, Necmi
author_facet Kumar, Raju Suresh
M. Al-thamili, Dhaifallah
Almansour, Abdulrahman I.
Arumugam, Natarajan
Dege, Necmi
author_sort Kumar, Raju Suresh
collection PubMed
description 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.
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spelling pubmed-75875662020-10-29 [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids Kumar, Raju Suresh M. Al-thamili, Dhaifallah Almansour, Abdulrahman I. Arumugam, Natarajan Dege, Necmi Molecules Article 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. MDPI 2020-10-18 /pmc/articles/PMC7587566/ /pubmed/33080968 http://dx.doi.org/10.3390/molecules25204779 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kumar, Raju Suresh
M. Al-thamili, Dhaifallah
Almansour, Abdulrahman I.
Arumugam, Natarajan
Dege, Necmi
[Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids
title [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids
title_full [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids
title_fullStr [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids
title_full_unstemmed [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids
title_short [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole–Pyrrolidine Heterocyclic Hybrids
title_sort [bmim]br accelerated one-pot three-component cascade protocol for the construction of spirooxindole–pyrrolidine heterocyclic hybrids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7587566/
https://www.ncbi.nlm.nih.gov/pubmed/33080968
http://dx.doi.org/10.3390/molecules25204779
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