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β-amino-ketones
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Stereoselective synthesis of β-amino ketones via direct Mannich-type reactions, catalyzed with ZrOCl2·8H2O under solvent-free conditions
, Article European Journal of Organic Chemistry ; Issue 22 , 2006 , Pages 5152-5157 ; 1434193X (ISSN) ; Abdollahifar, A ; Mahmoodi Hashemi, M ; Zirak, M ; Sharif University of Technology
2006
Abstract
At room temperature, zirconium oxychloride (ZrOCl2· 8H2O) efficiently catalyzes the direct Mannich-type reaction of a variety of in situ generated aldimines using aldehydes and anilines with ketones in a three-component reaction under solvent-free conditions. The reaction proceeds rapidly and affords the corresponding β-amino ketones in good to high yields with good to excellent stereoselectivities. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency. © Wiley-VCH Verlag GmbH & Co. KGaA, 2006
Synthesis of β-Amino Ketones Using Titania Based on Solid Acid as A Catalyst
, M.Sc. Thesis Sharif University of Technology ; Mahmoudi Hashemi, Mohammad (Supervisor)
Abstract
Enanthioselective synthesis of biological molecules are so important in synthetic chemistry, and because of their biological activities, β-amino carbonyl compounds have earned so much attention in this area of chemistry. Mannich reaction is a classical method for synthesis of these molecules. The Mannich reaction is a three-component reaction between an enolizable CH-acidic carbonyl compound, an amine, and an aldehyde producing β-amino carbonyl compounds. But acidic or basic difficult circumstances, long reaction time, low yield and enantioselectivity, are the drawbacks of classical methods. In this project, we used titania-based solid acid as an enantioselective catalyst to overcome these...
Stereoselective synthesis ofβ-Amino ketones via direct mannich-type reaction catalyzed with SO 2- 4/TiO 2 and SO 2- 4/nano TiO 2
, Article Synthetic Communications ; Volume 39, Issue 24 , 2009 , Pages 4441-4453 ; 00397911 (ISSN) ; Eftekhari Sis, B ; Mahmodi Hashemi, M ; Farmad, F ; Sharif University of Technology
2009
Abstract
At room temperature, SO 2- 4/nano-TiO 2 efficiently catalyze the direct Mannich-type reaction of varieties of in situ-generated aldimines using aldehydes and anilines with ketones in a three-component reaction under solvent-free conditions. The reaction proceeds rapidly and affords the correspondingβ-amino ketones in good to high yields with good to excellent stereoselectivity. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency