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zirconium-oxychloride
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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
Simple methodology for the aerobic N-methylation of substituted anilines catalyzed by zirconium oxychloride octahydrate, ZrOCl2·8H 2O
, Article Industrial and Engineering Chemistry Research ; Volume 52, Issue 32 , 2013 , Pages 11001-11006 ; 08885885 (ISSN) ; Rezaei Seresht, E ; Jafari, F ; Rabiei, S ; Sharif University of Technology
2013
Abstract
A highly chemoselective methodology is described for the N-methylation of functionalized anilines with dimethyl carbonate (MeOCO2Me, DMC) in the presence of ZrOCl2·8H2O. Dimethyl carbonate, which usually promotes methylation at T > 120 C and eventually under inert atmosphere, was activated in the presence of zirconium oxychloride for the desired transformation at 90 C under aerobic conditions. Aminophenols showed good reactivity in this transformation and produced the corresponding N-methylanilines, as the major products, with high selectivity. Catalyst reusability study confirmed that ZrOCl2·8H2O is a recyclable catalyst and its catalytic activity was remained unchanged at least after eight...