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Molecules 2011, 16(7), 6116-6128; doi:10.3390/molecules16076116
Article

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

1
, 1
, 2,*  and 1,*
1 Laboratory of Organic Chemistry, Department of Chemical Engineering, National Technical University of Athens, Zografos Campus, Athens 15773, Greece 2 Laboratory of Inorganic Chemistry, Department of Chemistry, University of Athens, Panepistimio-polis, Athens 15771, Greece
* Authors to whom correspondence should be addressed.
Received: 1 April 2011 / Revised: 5 July 2011 / Accepted: 11 July 2011 / Published: 20 July 2011
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Abstract

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.
Keywords: hydrogenation; homogeneous catalysis; ruthenium catalysts; BINAP; arylidenetetramic acid hydrogenation; homogeneous catalysis; ruthenium catalysts; BINAP; arylidenetetramic acid
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Karaiskos, C.S.; Matiadis, D.; Markopoulos, J.; Igglessi-Markopoulou, O. Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones. Molecules 2011, 16, 6116-6128.

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