Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones

Catalytic hydrogenation of 3,5-bis-arylidenetetramic acids, known for their biological activity, has been developed. The chemoselective ruthenium-catalyzed reduction of the exocyclic carbon-carbon double bonds on pyrrolidine-2,4-dione ring system, containing other reducible functions, has been inves...

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Autores principales: Karaiskos, Christos S., Matiadis, Dimitris, Markopoulos, John, Igglessi-Markopoulou, Olga
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264332/
https://www.ncbi.nlm.nih.gov/pubmed/21775939
http://dx.doi.org/10.3390/molecules16076116
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author Karaiskos, Christos S.
Matiadis, Dimitris
Markopoulos, John
Igglessi-Markopoulou, Olga
author_facet Karaiskos, Christos S.
Matiadis, Dimitris
Markopoulos, John
Igglessi-Markopoulou, Olga
author_sort Karaiskos, Christos S.
collection PubMed
description Catalytic hydrogenation of 3,5-bis-arylidenetetramic acids, known for their biological activity, has been developed. The chemoselective ruthenium-catalyzed reduction of the exocyclic carbon-carbon double bonds on pyrrolidine-2,4-dione ring system, containing other reducible functions, has been investigated. Depending on the substrate the yield of the hydrogenation process can reach up to 95%. The structural elucidation has been established using NMR and HRMS spectral data.
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spelling pubmed-62643322018-12-10 Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones Karaiskos, Christos S. Matiadis, Dimitris Markopoulos, John Igglessi-Markopoulou, Olga Molecules Article Catalytic hydrogenation of 3,5-bis-arylidenetetramic acids, known for their biological activity, has been developed. The chemoselective ruthenium-catalyzed reduction of the exocyclic carbon-carbon double bonds on pyrrolidine-2,4-dione ring system, containing other reducible functions, has been investigated. Depending on the substrate the yield of the hydrogenation process can reach up to 95%. The structural elucidation has been established using NMR and HRMS spectral data. MDPI 2011-07-20 /pmc/articles/PMC6264332/ /pubmed/21775939 http://dx.doi.org/10.3390/molecules16076116 Text en © 2011 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/3.0/).
spellingShingle Article
Karaiskos, Christos S.
Matiadis, Dimitris
Markopoulos, John
Igglessi-Markopoulou, Olga
Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones
title Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones
title_full Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones
title_fullStr Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones
title_full_unstemmed Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones
title_short Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones
title_sort ruthenium-catalyzed selective hydrogenation of bis-arylidene tetramic acids. application to the synthesis of novel structurally diverse pyrrolidine-2,4-diones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264332/
https://www.ncbi.nlm.nih.gov/pubmed/21775939
http://dx.doi.org/10.3390/molecules16076116
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