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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

1
Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia
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Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, Madrid 28040, Spain
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Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia
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Ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, Penang 11800, Malaysia
*
Authors to whom correspondence should be addressed.
Academic Editor: Romano V. A. Orru
Molecules 2015, 20(9), 16142-16153; https://doi.org/10.3390/molecules200916142
Received: 8 August 2015 / Revised: 21 August 2015 / Accepted: 24 August 2015 / Published: 3 September 2015
(This article belongs to the Special Issue MCRs and Related One-Pot Organic Synthesis)
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. View Full-Text
Keywords: multicomponent reactions; 1,3-dipolar cycloaddition reactions; spirooxindoles; spiropyrrolidines; ionic liquids multicomponent reactions; 1,3-dipolar cycloaddition reactions; spirooxindoles; spiropyrrolidines; ionic liquids
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MDPI and ACS Style

Arumugam, N.; Almansour, A.I.; Kumar, R.S.; Menéndez, J.C.; Sultan, M.A.; Karama, U.; Ghabbour, H.A.; Fun, H.-K. 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. Molecules 2015, 20, 16142-16153. https://doi.org/10.3390/molecules200916142

AMA Style

Arumugam N, Almansour AI, Kumar RS, Menéndez JC, Sultan MA, Karama U, Ghabbour HA, Fun H-K. 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. Molecules. 2015; 20(9):16142-16153. https://doi.org/10.3390/molecules200916142

Chicago/Turabian Style

Arumugam, Natarajan, Abdulrahman I. Almansour, Raju S. Kumar, J. C. Menéndez, Mujeeb A. Sultan, Usama Karama, Hazem A. Ghabbour, and Hoong-Kun Fun. 2015. "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" Molecules 20, no. 9: 16142-16153. https://doi.org/10.3390/molecules200916142

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