An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction

A series of hitherto unreported anthracene-embedded dispirooxindoles has been synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of an azomethine ylide, generated in situ from the reaction of isatin and sarcosine to 10-benzylideneanthracen-9(10H)-one as a dipolarophile in 1...

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Autores principales: Arumugam, Natarajan, Almansour, Abdulrahman I., Suresh Kumar, Raju, Menéndez, J. Carlos, Sultan, Mujeeb A., Karama, Usama, Ghabbour, Hazem A., Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332494/
https://www.ncbi.nlm.nih.gov/pubmed/26404224
http://dx.doi.org/10.3390/molecules200916142
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author Arumugam, Natarajan
Almansour, Abdulrahman I.
Suresh Kumar, Raju
Menéndez, J. Carlos
Sultan, Mujeeb A.
Karama, Usama
Ghabbour, Hazem A.
Fun, Hoong-Kun
author_facet Arumugam, Natarajan
Almansour, Abdulrahman I.
Suresh Kumar, Raju
Menéndez, J. Carlos
Sultan, Mujeeb A.
Karama, Usama
Ghabbour, Hazem A.
Fun, Hoong-Kun
author_sort Arumugam, Natarajan
collection PubMed
description A series of hitherto unreported anthracene-embedded dispirooxindoles has been synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of an azomethine ylide, generated in situ from the reaction of isatin and sarcosine to 10-benzylideneanthracen-9(10H)-one as a dipolarophile in 1-butyl-3-methylimidazolium bromide([bmim]Br), an ionic liquid. This reaction proceeded regio- and diastereoselectively, in good to excellent yields.
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spelling pubmed-63324942019-01-24 An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction Arumugam, Natarajan Almansour, Abdulrahman I. Suresh Kumar, Raju Menéndez, J. Carlos Sultan, Mujeeb A. Karama, Usama Ghabbour, Hazem A. Fun, Hoong-Kun Molecules Article A series of hitherto unreported anthracene-embedded dispirooxindoles has been synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of an azomethine ylide, generated in situ from the reaction of isatin and sarcosine to 10-benzylideneanthracen-9(10H)-one as a dipolarophile in 1-butyl-3-methylimidazolium bromide([bmim]Br), an ionic liquid. This reaction proceeded regio- and diastereoselectively, in good to excellent yields. MDPI 2015-09-03 /pmc/articles/PMC6332494/ /pubmed/26404224 http://dx.doi.org/10.3390/molecules200916142 Text en © 2015 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 license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Arumugam, Natarajan
Almansour, Abdulrahman I.
Suresh Kumar, Raju
Menéndez, J. Carlos
Sultan, Mujeeb A.
Karama, Usama
Ghabbour, Hazem A.
Fun, Hoong-Kun
An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction
title An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction
title_full An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction
title_fullStr An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction
title_full_unstemmed An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction
title_short An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction
title_sort expedient regio- and diastereoselective synthesis of hybrid frameworks with embedded spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and spiro[oxindole-3,2′-pyrrolidine] motifs via an ionic liquid-mediated multicomponent reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332494/
https://www.ncbi.nlm.nih.gov/pubmed/26404224
http://dx.doi.org/10.3390/molecules200916142
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