Sulfated Zirconia-Catalyzed Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones (DHPMs) Under Solventless Conditions Competitive Multicomponent Biginelli vs. Hantzsch Reactions 英文参考文献.docVIP

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Sulfated Zirconia-Catalyzed Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones (DHPMs) Under Solventless Conditions Competitive Multicomponent Biginelli vs. Hantzsch Reactions 英文参考文献.doc

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Sulfated Zirconia-Catalyzed Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones (DHPMs) Under Solventless Conditions Competitive Multicomponent Biginelli vs. Hantzsch Reactions 英文参考文献

Molecules 2006, 11, 731-738 molecules ISSN 1420-3049 Full Paper Sulfated Zirconia-Catalyzed Synthesis of 3,4-Dihydro- pyrimidin-2(1H)-ones (DHPMs) Under Solventless Conditions: Competitive Multicomponent Biginelli vs. Hantzsch Reactions Deyanira Angeles-Beltrán 1, Leticia Lomas-Romero 2, Victor H. Lara-Corona 2, Eduardo González-Zamora 2 and Guillermo Negrón-Silva 1,* 1 Departamento de Ciencias Básicas and 2 Departamento de Química, UAM, Av. San Pablo No 180. C. P. 02200, México D. F., México; E-mail addresses: D. Angeles-Beltrán: dab@correo.azc.uam.mx, L. Lomas-Romero: llr@xanum.uam.mx, V. H. Lara-Corona: lacv@xanum.uam.mx, E. González- Zamora: egz@xanum.uam.mx *Author to whom correspondence should be addressed: e-mail: gns@correo.azc.uam.mx Received: 21 July 2006; in revised form: 27 September 2006 / Accepted: 1 October 2006 / Published: 2 October 2006 Abstract: The catalytic ability of ZrO2/SO42- to promote solventless three-component condensation reactions of a diversity of aromatic aldehydes, urea or thoiurea and ethyl acetoacetate was studied. Products resulting from Hantzsch and/or Biginelli multi- component reactions are obtained in the presence of solid acid catalysts using the same reactants but different temperature conditions. The sulfated zirconia catalyst can be recovered and recycled in subsequent reactions with a gradual decrease of activity. Keywords: Biginelli reaction, Hantzsch reaction , multicomponent reactions, 1,4- dihydropyridines, dihydropyrimidinones, solventless reactions. Introduction Acid-catalysed transformations are common in bond-making and breaking reactions in Organic Chemistry. These reactions are most often conducted in solution and involve heating a mixture of reagents containing a catalytic amount of mineral or classic Lewis acids [1]. The replacement of these acids has been a focal point of research and development for a long time. The applic